메뉴 건너뛰기




Volumn , Issue , 2010, Pages 25-66

Carbon-Carbon Bond Formation by the Photoelimination of Small Molecules in Solution and in Crystals

Author keywords

Decarbonylation; Decarboxylation; Denitrogenation; Green chemistry; Radical pairs; Solid to solid reactions; Stereoselective synthesis; Topochemical reactions

Indexed keywords


EID: 84885814755     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9783527628193.ch2     Document Type: Chapter
Times cited : (14)

References (106)
  • 1
    • 0003492765 scopus 로고
    • Orbital Symmetry and Reaction Mechanism
    • Springer-Verlag, Berlin
    • Halevi, E.A. (1992) Orbital Symmetry and Reaction Mechanism, Springer-Verlag, Berlin.
    • (1992)
    • Halevi, E.A.1
  • 2
    • 0003581880 scopus 로고
    • Electronic Aspects of Organic Photochemistry
    • Wiley-Interscience, New York
    • Michl, J. and Bonacic-Koutecky, V. (1990) Electronic Aspects of Organic Photochemistry, Wiley-Interscience, New York.
    • (1990)
    • Michl, J.1    Bonacic-koutecky, V.2
  • 3
    • 0009662098 scopus 로고
    • Lifetimes of the biradicals produced in the Norrish type I reaction of cycloalkanones
    • Weir, D. and Scaiano, J.C. (1985) Lifetimes of the biradicals produced in the Norrish type I reaction of cycloalkanones. Chemical Physics Letters, 118, 526-529;
    • (1985) Chemical Physics Letters , vol.118 , pp. 526-529
    • Weir, D.1    Scaiano, J.C.2
  • 4
    • 0001414212 scopus 로고
    • Dynamics of flexible triplet biradicals
    • Accounts of Chemical Research
    • Doubleday, C. Jr., Turro, N.J., and Wang, J.-F. (1989) Dynamics of flexible triplet biradicals. Accounts of Chemical Research, 22, 199-205;
    • (1989) , vol.22 , pp. 199-205
    • Doubleday Jr, C.1    Turro, N.J.2    Wang, J.-F.3
  • 5
    • 33845379658 scopus 로고
    • Nanosecond flash photolysis studies of intersystem crossing rate constants in biradicals: structural effects brought about by spin-orbit coupling
    • Zimmt, M.B., Doubleday, C., Gould, I.R., and Turro, N.J. (1985) Nanosecond flash photolysis studies of intersystem crossing rate constants in biradicals: structural effects brought about by spin-orbit coupling. Journal of the American Chemical Society, 107, 6724-6726;
    • (1985) Journal of the American Chemical Society , vol.107 , pp. 6724-6726
    • Zimmt, M.B.1    Doubleday, C.2    Gould, I.R.3    Turro, N.J.4
  • 7
    • 80052250638 scopus 로고    scopus 로고
    • Photochemical decarbonylation of ketones: recent advances and reactions in crystalline solids
    • in CRC Handbook of Organic Photochemistry and Photobiology, 2nd edn (eds W. Horspool and F. Lenci) CRC Press, Boca Raton
    • Garcia-Garibay, M.A. and Campos, L.M. (2004) Photochemical decarbonylation of ketones: recent advances and reactions in crystalline solids, in CRC Handbook of Organic Photochemistry and Photobiology, 2nd edn (eds W. Horspool and F. Lenci) CRC Press, Boca Raton, pp. 48/1-41-48.
    • (2004) , vol.48 , Issue.1 , pp. 41-48
    • Garcia-garibay, M.A.1    Campos, L.M.2
  • 8
    • 33748327733 scopus 로고
    • The taming of cyclobutadiene
    • International Edition
    • Cram, D.J., Tanner, M.E., and Thomas, R. (1991) The taming of cyclobutadiene. Angewandte Chemie, International Edition, 30, 1024-1027.
    • (1991) Angewandte Chemie , vol.30 , pp. 1024-1027
    • Cram, D.J.1    Tanner, M.E.2    Thomas, R.3
  • 13
    • 0030803420 scopus 로고    scopus 로고
    • o-Benzyne: strained alkyne or cumulene? NMR characterization in a molecular container
    • International Edition
    • Warmuth, R. (1997) o-Benzyne: strained alkyne or cumulene? NMR characterization in a molecular container. Angewandte Chemie, International Edition, 36, 1347-1350.
    • (1997) Angewandte Chemie , vol.36 , pp. 1347-1350
    • Warmuth, R.1
  • 14
    • 33847689303 scopus 로고    scopus 로고
    • Structure determination of triplet diphenylcarbenes by in situ X-ray crystallographic analysis
    • Kawano, M., Hirai, K., Tomioka, H., and Ohashi, Y. (2007) Structure determination of triplet diphenylcarbenes by in situ X-ray crystallographic analysis. Journal of the American Chemical Society, 129, 2383-2391;
    • (2007) Journal of the American Chemical Society , vol.129 , pp. 2383-2391
    • Kawano, M.1    Hirai, K.2    Tomioka, H.3    Ohashi, Y.4
  • 15
    • 33646719701 scopus 로고    scopus 로고
    • Observation of a coordinatively unsaturated transitionmetal complex in situ generated within a self-assembled cage
    • Kawano, M., Kobayashi, Y., Ozeki, T., and Fujita, M. (2006) Observation of a coordinatively unsaturated transitionmetal complex in situ generated within a self-assembled cage. Journal of the American Chemical Society, 128, 6558-6559.
    • (2006) Journal of the American Chemical Society , vol.128 , pp. 6558-6559
    • Kawano, M.1    Kobayashi, Y.2    Ozeki, T.3    Fujita, M.4
  • 16
    • 27744550798 scopus 로고
    • EPR studies of radical pairs
    • in ACS Symposium Series, Organic Free Radicals
    • McBride, J.M., Vary, M.W., and Whitsel, B.L. (1978) EPR studies of radical pairs. The benzoyloxy dilemma, in ACS Symposium Series, Organic Free Radicals, Vol. 69, pp. 208-223;
    • (1978) The benzoyloxy dilemma , vol.69 , pp. 208-223
    • McBride, J.M.1    Vary, M.W.2    Whitsel, B.L.3
  • 17
    • 0002776903 scopus 로고
    • Neophyl rearrangements in crystalline bis(3,3,3-triphenylpropanoyl)peroxide
    • Mechanistic role of inert molecules. Journal of the American Chemical Society
    • Walter, D.W. and McBride, J.M. (1981) Neophyl rearrangements in crystalline bis(3,3,3-triphenylpropanoyl)peroxide. 2. Structural studies by x-ray and EPF. Mechanistic role of inert molecules. Journal of the American Chemical Society, 103, 7074-7084;
    • (1981) Structural studies by x-ray and EPF , vol.2 , pp. 7074-7084
    • Walter, D.W.1    McBride, J.M.2
  • 18
    • 0000792742 scopus 로고
    • Photochemical mechanism in single crystals: FTIR studies of diacyl peroxides
    • Hollingsworth, M.D. and McBride, J.M. (1990) Photochemical mechanism in single crystals: FTIR studies of diacyl peroxides. Advances in Photochemistry, 15, 279-379;
    • (1990) Advances in Photochemistry , vol.15 , pp. 279-379
    • Hollingsworth, M.D.1    McBride, J.M.2
  • 21
    • 0010850727 scopus 로고
    • X-ray and electron paramagnetic resonance structural investigation of oxygen discrimination during the collapse of methyl-benzoyloxy radical pairs in crystalline acetyl benzoyl peroxide
    • Karch, N.J., Koh, E.T., Whitsel, B.L., and McBride, J.M. (1975) X-ray and electron paramagnetic resonance structural investigation of oxygen discrimination during the collapse of methyl-benzoyloxy radical pairs in crystalline acetyl benzoyl peroxide. Journal of the American Chemical Society, 97, 6729-6743;
    • (1975) Journal of the American Chemical Society , vol.97 , pp. 6729-6743
    • Karch, N.J.1    Koh, E.T.2    Whitsel, B.L.3    McBride, J.M.4
  • 22
    • 85069390984 scopus 로고
    • Single crystal EPR studies of radical pairs in dibenzoyl peroxide
    • Vary, M.W. and McBride, J.M. (1979) Single crystal EPR studies of radical pairs in dibenzoyl peroxide. Molecular Crystals and Liquid Crystals, 52, 437-448.
    • (1979) Molecular Crystals and Liquid Crystals , vol.52 , pp. 437-448
    • Vary, M.W.1    McBride, J.M.2
  • 23
    • 0000496129 scopus 로고
    • Cyclophane chemistry: bent and battered benzene rings
    • Accounts of Chemical Research
    • Cram, D.J. and Cram, J.M. (1971) Cyclophane chemistry: bent and battered benzene rings. Accounts of Chemical Research, 4, 204-213.
    • (1971) , vol.4 , pp. 204-213
    • Cram, D.J.1    Cram, J.M.2
  • 24
    • 85056360490 scopus 로고    scopus 로고
    • Photochemical routes to cyclophanes involving decarbonylation reactions and related process
    • in CRC Handbook of Photochemistry and Photobiology, 2nd edn (eds W. Horspool and F. Lenci) CRC Press, Boca Raton
    • Shinmyozu, T., Nogita, R., Akita, M., and Lim, C. (2004) Photochemical routes to cyclophanes involving decarbonylation reactions and related process, in CRC Handbook of Photochemistry and Photobiology, 2nd edn (eds W. Horspool and F. Lenci) CRC Press, Boca Raton, pp. 51/1-6-51.
    • (2004) , vol.51 , Issue.1 , pp. 6-51
    • Shinmyozu, T.1    Nogita, R.2    Akita, M.3    Lim, C.4
  • 25
    • 0004707012 scopus 로고
    • [2.2]Paracyclophane by photoextrusion of carbon dioxide from a cyclic diester
    • Kaplan, M.L. and Truesdale, E.A. (1976) [2.2]Paracyclophane by photoextrusion of carbon dioxide from a cyclic diester. Tetrahedron Letters, 17, 3665-3666.
    • (1976) Tetrahedron Letters , vol.17 , pp. 3665-3666
    • Kaplan, M.L.1    Truesdale, E.A.2
  • 26
    • 0022414287 scopus 로고
    • Functionalized dithia(2,5)pyridinophanes as vitamin B6 analogues
    • Bulletin of the Chemical Society of Japan
    • Iwata, M. and Kuzuhara, H. (1985) Functionalized dithia(2,5)pyridinophanes as vitamin B6 analogues. Synthesis, properties, and catalytic activity for racemization reaction. Bulletin of the Chemical Society of Japan, 58, 2502-2514.
    • (1985) Synthesis, properties, and catalytic activity for racemization reaction , vol.58 , pp. 2502-2514
    • Iwata, M.1    Kuzuhara, H.2
  • 27
    • 0004669568 scopus 로고
    • Photoextrusion of sulfur dioxide: general route to [2.2]cyclophanes
    • Givens, R.S. and Olsen, R.J. (1979) Photoextrusion of sulfur dioxide: general route to [2.2]cyclophanes. Journal of Organic Chemistry, 44, 1608-1613.
    • (1979) Journal of Organic Chemistry , vol.44 , pp. 1608-1613
    • Givens, R.S.1    Olsen, R.J.2
  • 29
    • 3242780046 scopus 로고    scopus 로고
    • Mediation of conformationally controlled photodecarboxylations of chiral and cyclic aryl esters by substrate structure, temperature, pressure, and medium constraints
    • Mori, T., Weiss, R.G., and Inoue, Y. (2004) Mediation of conformationally controlled photodecarboxylations of chiral and cyclic aryl esters by substrate structure, temperature, pressure, and medium constraints. Journal of the American Chemical Society, 126, 8961-8975.
    • (2004) Journal of the American Chemical Society , vol.126 , pp. 8961-8975
    • Mori, T.1    Weiss, R.G.2    Inoue, Y.3
  • 30
    • 0000994006 scopus 로고
    • Theory of 1,3-dipolar cycloadditions, in 1,3-Dipolar Cycloaddition Chemistry
    • The regioselectivity of addition in reactions involving diazomethane and R-monosusbtituted olefins is controlled by the HOMO of diazomethane giving the 3-pyrazoline product, regardless of the electron-donating or-withdrawing nature of R Please see, A. Padwa), John Wiley & Sons, New York
    • The regioselectivity of addition in reactions involving diazomethane and R-monosusbtituted olefins is controlled by the HOMO of diazomethane giving the 3-pyrazoline product, regardless of the electron-donating or-withdrawing nature of R Please see: Houk, K.N. and Yamaguchi, K. (1984) Theory of 1,3-dipolar cycloadditions, in 1,3-Dipolar Cycloaddition Chemistry, Vol. 2 (ed. A. Padwa), John Wiley & Sons, New York, pp. 407-450.
    • (1984) , vol.2 , pp. 407-450
    • Houk, K.N.1    Yamaguchi, K.2
  • 31
    • 0001480961 scopus 로고
    • Synthesis and stereochemistry of carnosadine, a new cyclopropyl amino acid from red alga Grateloupia carnosa
    • Wakamiya, T., Oda, Y., Fujita, H., and Shiba, T. (1986) Synthesis and stereochemistry of carnosadine, a new cyclopropyl amino acid from red alga Grateloupia carnosa. Tetrahedron Letters, 27, 2143-2144;
    • (1986) Tetrahedron Letters , vol.27 , pp. 2143-2144
    • Wakamiya, T.1    Oda, Y.2    Fujita, H.3    Shiba, T.4
  • 32
    • 0037459479 scopus 로고    scopus 로고
    • Synthesis and reactions of a novel 3,4-didehydropyroglutamate derivative
    • Oba, M., Nishiyama, N., and Nishiyama, K. (2003) Synthesis and reactions of a novel 3,4-didehydropyroglutamate derivative. Chemical Communications, 776-777.
    • (2003) Chemical Communications , pp. 776-777
    • Oba, M.1    Nishiyama, N.2    Nishiyama, K.3
  • 33
    • 0038459459 scopus 로고    scopus 로고
    • Enantioselective total syntheses of cyclopropane amino acids: natural products and protein methanologs
    • Jimenez, J.M., Rife, J., and Ortuno, R.M. (1996) Enantioselective total syntheses of cyclopropane amino acids: natural products and protein methanologs. Tetrahedron: Asymmetry, 7, 537-558.
    • (1996) Tetrahedron: Asymmetry , vol.7 , pp. 537-558
    • Jimenez, J.M.1    Rife, J.2    Ortuno, R.M.3
  • 34
    • 0035920856 scopus 로고    scopus 로고
    • Stereoselective cyclopropanation of 3-aryl-2-phosphonoacrylates induced by the (-)-8-phenylmethyl group as a chiral auxiliary
    • Takagi, R., Nakamura, M., Hashizume, M., Kojima, S., and Ohkata, K. (2001) Stereoselective cyclopropanation of 3-aryl-2-phosphonoacrylates induced by the (-)-8-phenylmethyl group as a chiral auxiliary. Tetrahedron Letters, 42, 5891-5895.
    • (2001) Tetrahedron Letters , vol.42 , pp. 5891-5895
    • Takagi, R.1    Nakamura, M.2    Hashizume, M.3    Kojima, S.4    Ohkata, K.5
  • 35
    • 0000990143 scopus 로고
    • Colbalt-mediated propargylation/annelation: total synthesis of (±)-cyclocolorenone
    • Tetrahedron Letters
    • Saha, M., Bagby, B., and Nicholas, K.M. (1986) Colbalt-mediated propargylation/annelation: total synthesis of (±)-cyclocolorenone. Tetrahedron Letters, 27, 915-918.
    • (1986) , vol.27 , pp. 915-918
    • Saha, M.1    Bagby, B.2    Nicholas, K.M.3
  • 36
    • 43249122214 scopus 로고    scopus 로고
    • Practical synthesis of prostratin, DPP, and their analogs, adjuvant leads against latent HIV
    • Wender, P.A., Kee, J.M., and Warrington, J.M. (2008) Practical synthesis of prostratin, DPP, and their analogs, adjuvant leads against latent HIV. Science, 320, 649-652.
    • (2008) Science , vol.320 , pp. 649-652
    • Wender, P.A.1    Kee, J.M.2    Warrington, J.M.3
  • 37
    • 0025247791 scopus 로고
    • Total synthesis of ({thorn})-halimedatrial: the absolute configuration of halimedatrial
    • Nagaoka, H., Miyaoka, H., and Yamada, Y. (1990) Total synthesis of ({thorn})-halimedatrial: the absolute configuration of halimedatrial. Tetrahedron Letters, 31, 1573-1576.
    • (1990) Tetrahedron Letters , vol.31 , pp. 1573-1576
    • Nagaoka, H.1    Miyaoka, H.2    Yamada, Y.3
  • 38
    • 0000628193 scopus 로고
    • The intramolecular diene-carbene cycloaddition equivalence and an enantioselective Birch reduction-alkylation by the chiral auxiliary approach
    • Schultz, A.G. and Pulg, S. (1985) The intramolecular diene-carbene cycloaddition equivalence and an enantioselective Birch reduction-alkylation by the chiral auxiliary approach. Total synthesis of (±)-and (-)-longifolene. Journal of Organic Chemistry, 50, 915-916.
    • (1985) Total synthesis of (±)-and (-)-longifolene. Journal of Organic Chemistry , vol.50 , pp. 915-916
    • Schultz, A.G.1    Pulg, S.2
  • 39
    • 0037863192 scopus 로고    scopus 로고
    • Stereocontrolled synthesis of a potent agonist of a group II metabotropic glutamate receptors, ({thorn})-LY354740, and its related derivatives
    • Ohfune, Y., Demura, T., Iwama, S., Matsuda, H., Namba, K., Shimamoto, K., and Shinada, T. (2003) Stereocontrolled synthesis of a potent agonist of a group II metabotropic glutamate receptors, ({thorn})-LY354740, and its related derivatives. Tetrahedron Letters, 44, 5431-5434.
    • (2003) Tetrahedron Letters , vol.44 , pp. 5431-5434
    • Ohfune, Y.1    Demura, T.2    Iwama, S.3    Matsuda, H.4    Namba, K.5    Shimamoto, K.6    Shinada, T.7
  • 40
    • 0347139072 scopus 로고
    • Photochemical decomposition of cyclic azoalkanes
    • in CRC Handbook of Organic Photochemistry and Photobiology (eds W.M. Horspool and P-.S. Song), CRC Press, Boca Raton
    • Adam, W. and Sahin, C. (1995) Photochemical decomposition of cyclic azoalkanes, in CRC Handbook of Organic Photochemistry and Photobiology (eds W.M. Horspool and P-.S. Song), CRC Press, Boca Raton, pp. 937-953.
    • (1995) , pp. 937-953
    • Adam, W.1    Sahin, C.2
  • 41
    • 0002256397 scopus 로고
    • Photochemical and thermal decompositions of anti-6,7-diazatricyclo[3.2.2.02,4]non-6-ene evidence for mechanistic difference between the reactions
    • Tanida, H., Teratake, S., Hata, Y., and Watanabe, M. (1969) Photochemical and thermal decompositions of anti-6,7-diazatricyclo[3.2.2.02,4]non-6-ene evidence for mechanistic difference between the reactions. Tetrahedron Letters, 10, 5345-5347.
    • (1969) Tetrahedron Letters , vol.10 , pp. 5345-5347
    • Tanida, H.1    Teratake, S.2    Hata, Y.3    Watanabe, M.4
  • 42
    • 10044266493 scopus 로고
    • Photochemical decomposition of anti-7,8-diazatricyclo [4.2.2.02,5]dec-7-ene
    • Tanida, H., Teratake, S., Hata, Y., and Watanabe, M. (1969) Photochemical decomposition of anti-7,8-diazatricyclo [4.2.2.02,5]dec-7-ene. Tetrahedron Letters, 10, 5341-5343.
    • (1969) Tetrahedron Letters , vol.10 , pp. 5341-5343
    • Tanida, H.1    Teratake, S.2    Hata, Y.3    Watanabe, M.4
  • 43
    • 0004393166 scopus 로고
    • Pyrolysis of anti-tricyclo[3.2.0.02,4] heptanes
    • Paquette, L.A. and Leichter, L.M. (1971) Pyrolysis of anti-tricyclo[3.2.0.02,4] heptanes. The role of 2,4 substitution in the operation of s bond assisted cyclobutane fragmentations. Journal of the American Chemical Society, 93, 4922-4924.
    • (1971) Journal of the American Chemical Society , vol.93 , pp. 4922-4924
    • Paquette, L.A.1    Leichter, L.M.2
  • 44
    • 0037416841 scopus 로고    scopus 로고
    • Coping with substituent effects in divinylcyclopropyl dizaene rearrangements
    • Carroll, G.L., Harrison, R., Gerken, J.B., and Little, R.D. (2003) Coping with substituent effects in divinylcyclopropyl dizaene rearrangements. Tetrahedron Letters, 44, 2109-2112.
    • (2003) Tetrahedron Letters , vol.44 , pp. 2109-2112
    • Carroll, G.L.1    Harrison, R.2    Gerken, J.B.3    Little, R.D.4
  • 48
  • 49
    • 2542546878 scopus 로고
    • Norrish type I processes of ketones: selected examples and synthetic applications
    • in CRC Handbook of Organic Photochemistry and Photobiology (eds W.M. Horspool and P-.S. Song), CRC Press, Boca Raton
    • Bohne, C. (1995) Norrish type I processes of ketones: selected examples and synthetic applications, in CRC Handbook of Organic Photochemistry and Photobiology (eds W.M. Horspool and P-.S. Song), CRC Press, Boca Raton, pp. 423-429.
    • (1995) , pp. 423-429
    • Bohne, C.1
  • 50
    • 0000021361 scopus 로고
    • The Norrish type-I reaction in cycloalkene photochemistry
    • in Organic Photochemistry, A. Padwa), Marcel Dekker, New York
    • Weiss, D. (1981) The Norrish type-I reaction in cycloalkene photochemistry, in Organic Photochemistry, Vol. 5 (ed. A. Padwa), Marcel Dekker, New York, pp. 347-420.
    • (1981) , vol.5 , pp. 347-420
    • Weiss, D.1
  • 51
    • 0001323130 scopus 로고
    • Photochemistry of di-tert-butyl ketone and structural effects on the rate and efficiency of intersystem crossing of aliphatic ketones
    • Yang, N.C., Feit, E.D., Hui, M.H., Turro, N.J., and Dalton, J.C. (1970) Photochemistry of di-tert-butyl ketone and structural effects on the rate and efficiency of intersystem crossing of aliphatic ketones. Journal of the American Chemical Society, 92, 6974-6976;
    • (1970) Journal of the American Chemical Society , vol.92 , pp. 6974-6976
    • Yang, N.C.1    Feit, E.D.2    Hui, H.M.3    Turro, N.J.4    Dalton, J.C.5
  • 54
    • 33750548650 scopus 로고    scopus 로고
    • They came from the deep: syntheses, applications, and biology of ladderanes
    • Nouri, D.H. and Tantillo, D.J. (2006) They came from the deep: syntheses, applications, and biology of ladderanes. Current Organic Chemistry, 10, 2055-2074;
    • (2006) Current Organic Chemistry , vol.10 , pp. 2055-2074
    • Nouri, D.H.1    Tantillo, D.J.2
  • 55
    • 33750561925 scopus 로고
    • A photochemical synthesis of [2.2.0]-hexane
    • Cremer, S. and Srinivasan, R. (1960) A photochemical synthesis of [2.2.0]-hexane. Tetrahedron Letters, 1 (42), 24-27.
    • (1960) Tetrahedron Letters , vol.1 , Issue.42 , pp. 24-27
    • Cremer, S.1    Srinivasan, R.2
  • 56
    • 0031139312 scopus 로고    scopus 로고
    • Photodecarbonylation of chiral cyclobutanones
    • Ramnauth, J. and Lee-Ruff, E. (1997) Photodecarbonylation of chiral cyclobutanones. Canadian Journal of Chemistry, 75, 518-522.
    • (1997) Canadian Journal of Chemistry , vol.75 , pp. 518-522
    • Ramnauth, J.1    Lee-ruff, E.2
  • 57
    • 0035054039 scopus 로고    scopus 로고
    • Photochemical preparation of cyclopropanes from cyclobutanones
    • Ramnauth, J. and Lee-Ruff, E. (2001) Photochemical preparation of cyclopropanes from cyclobutanones. Canadian Journal of Chemistry, 79, 114-120.
    • (2001) Canadian Journal of Chemistry , vol.79 , pp. 114-120
    • Ramnauth, J.1    Lee-ruff, E.2
  • 58
    • 0035803045 scopus 로고    scopus 로고
    • A carbohydrate synthesis employing photochemical decarbonylation
    • Kadota, K. and Ogasawara, K. (2001) A carbohydrate synthesis employing photochemical decarbonylation. Tetrahedron Letters, 42, 8661-8664.
    • (2001) Tetrahedron Letters , vol.42 , pp. 8661-8664
    • Kadota, K.1    Ogasawara, K.2
  • 62
    • 0011888853 scopus 로고
    • Synthesis of aubergenone, a sesquiterpenoid phytoalexin from diseased eggplants
    • Bulletin of the Chemical Society of Japan
    • Murai, A., Abiko, A., Ono, M., and Masamune, T. (1982) Synthesis of aubergenone, a sesquiterpenoid phytoalexin from diseased eggplants. Bulletin of the Chemical Society of Japan, 55, 1191-1194.
    • (1982) , vol.55 , pp. 1191-1194
    • Murai, A.1    Abiko, A.2    Ono, M.3    Masamune, T.4
  • 65
    • 0000543577 scopus 로고
    • Transannular addition of sulfur dichloride to cyclooctadienes
    • Weil, E.D., Smith, K.J., and Gruber, R.J. (1966) Transannular addition of sulfur dichloride to cyclooctadienes. Journal of Organic Chemistry, 31, 1669-1679;
    • (1966) Journal of Organic Chemistry , vol.31 , pp. 1669-1679
    • Weil, E.D.1    Smith, K.J.2    Gruber, R.J.3
  • 66
    • 0000534509 scopus 로고
    • New synthetic approaches to symmetrical sulfur-bridged carbocycles
    • Corey, E.J. and Block, E. (1966) New synthetic approaches to symmetrical sulfur-bridged carbocycles. Journal of Organic Chemistry, 31, 1663-1668.
    • (1966) Journal of Organic Chemistry , vol.31 , pp. 1663-1668
    • Corey, E.J.1    Block, E.2
  • 67
    • 85034529927 scopus 로고    scopus 로고
    • The photochemistry of sulfoxides and related compounds
    • in Molecular and Supramolecular Photochemistry (eds V. Ramamurthy and K.S. Schanze), Marcel Dekker, New York
    • Jenks, W.S., Gregory, D.D., Guo, Y., Lee, W., and Troy, T. (1997) The photochemistry of sulfoxides and related compounds, in Molecular and Supramolecular Photochemistry (eds V. Ramamurthy and K.S. Schanze), Marcel Dekker, New York, pp. 1-56.
    • (1997) , pp. 1-56
    • Jenks, W.S.1    Gregory, D.D.2    Guo, Y.3    Lee, W.4    Troy, T.5
  • 68
    • 84885807576 scopus 로고
    • -1, The Chemistry of Sulfones and Sulfoxides (eds S. Patai, Z. Rappoport and C.J.M. Stirling), John Wiley & Sons Ltd, New York
    • -1: Chatgilialoglu, C. (1988) The Chemistry of Sulfones and Sulfoxides (eds S. Patai, Z. Rappoport and C.J.M. Stirling), John Wiley & Sons Ltd, New York, pp. 1081-1087;
    • (1988) , pp. 1081-1087
    • Chatgilialoglu, C.1
  • 69
    • 0002226173 scopus 로고
    • Thermochemistry and kinetics of sulfur-containing molecules and radicals
    • Benson, S.W. (1978) Thermochemistry and kinetics of sulfur-containing molecules and radicals. Chemical Reviews, 78, 23-35.
    • (1978) Chemical Reviews , vol.78 , pp. 23-35
    • Benson, S.W.1
  • 70
    • 84885797029 scopus 로고
    • The photolysis of 2-phenylthietane 1,1-dioxides: preparation of substituted cyclopropanes
    • Finlay, J.D., Smith, D.J.H., and Durst, T. (1978) The photolysis of 2-phenylthietane 1,1-dioxides: preparation of substituted cyclopropanes. Synthesis, 579-581.
    • (1978) Synthesis , pp. 579-581
    • Finlay, J.D.1    Smith, D.J.H.2    Durst, T.3
  • 71
    • 0034635798 scopus 로고    scopus 로고
    • Tandem 1,3-dipolar cycloaddition of mesoionic 2,4-diphenyl-1,3-oxathiolium-5-olate with cycloocta-1,5-diene
    • Sponholtz, W.R. III, Trujillo, H.A., and Gribble, G.W. (2000) Tandem 1,3-dipolar cycloaddition of mesoionic 2,4-diphenyl-1,3-oxathiolium-5-olate with cycloocta-1,5-diene. A new synthesis of the tetracyclo-[6.2.0.04,10.05.9]decane ring system. Tetrahedron Letters, 41, 1687-1690.
    • (2000) A new synthesis of the tetracyclo-[6.2.0.04,10.05.9]decane ring system. Tetrahedron Letters , vol.41 III , pp. 1687-1690
    • Sponholtz, W.R.1
  • 72
    • 0023850434 scopus 로고
    • Studies on DNA-active agents: the synthesis of the parent carbocyclic subunit of neocarzinostatin chromophore A
    • Wender, P.A., Harmata, M., Jeffrey, D., Mukai, C., and Suffert, J. (1988) Studies on DNA-active agents: the synthesis of the parent carbocyclic subunit of neocarzinostatin chromophore A. Tetrahedron Letters, 29, 909-912.
    • (1988) Tetrahedron Letters , vol.29 , pp. 909-912
    • Wender, P.A.1    Harmata, M.2    Jeffrey, D.3    Mukai, C.4    Suffert, J.5
  • 73
    • 84981936820 scopus 로고
    • Non-cheletropic photodecarbonylation of 1,3-diphenyl-substituted 2-indanone derivatives
    • International Edition
    • Quinkert, G., Palmowski, J., Lorenza, H.P., Wiersdorff, W.W., and Finke, M. (1971) Non-cheletropic photodecarbonylation of 1,3-diphenyl-substituted 2-indanone derivatives. Angewandte Chemie, International Edition, 10, 199-1199;
    • (1971) Angewandte Chemie , vol.10 , pp. 199-1199
    • Quinkert, G.1    Palmowski, J.2    Lorenza, H.P.3    Wiersdorff, W.W.4    Finke, M.5
  • 74
    • 84981893715 scopus 로고
    • Increase in selectivity of photoelimination products on replacing the liquid phase by the crystalline phase
    • International Edition
    • Quinkert, G., Tabata, T., Hickmann, E.A.J., and Dobrat, W. (1971) Increase in selectivity of photoelimination products on replacing the liquid phase by the crystalline phase. Angewandte Chemie, International Edition, 10, 199-200.
    • (1971) Angewandte Chemie , vol.10 , pp. 199-200
    • Quinkert, G.1    Tabata, T.2    Hickmann, E.A.J.3    Dobrat, W.4
  • 77
    • 0008756051 scopus 로고
    • Pair production and cage reactions of alkyl radicals in solution
    • Sheldon, R.A. and Kochi, J.K. (1970) Pair production and cage reactions of alkyl radicals in solution. Journal of the American Chemical Society, 92, 4395-4404.
    • (1970) Journal of the American Chemical Society , vol.92 , pp. 4395-4404
    • Sheldon, R.A.1    Kochi, J.K.2
  • 78
    • 84985520742 scopus 로고
    • Low temperature photolysis of peracetylated dodecanoyl peroxides of tartaric acid and D-gluconic acid in the solid state-a diastereoselective radical coupling
    • International Edition
    • Lomolder, R. and Schafer, H.J. (1987) Low temperature photolysis of peracetylated dodecanoyl peroxides of tartaric acid and D-gluconic acid in the solid state-a diastereoselective radical coupling. Angewandte Chemie, International Edition, 26, 1253-1254.
    • (1987) Angewandte Chemie , vol.26 , pp. 1253-1254
    • Lomolder, R.1    Schafer, H.J.2
  • 80
    • 0141631627 scopus 로고    scopus 로고
    • Photolysis of diacyl peroxides: a radical-based approach for the synthesis of functionalized amino acids
    • Spantulescu, M.D., Jain, R.P., Derksen, D.J., and Vederas, J.C. (2003) Photolysis of diacyl peroxides: a radical-based approach for the synthesis of functionalized amino acids. Organic Letters, 5, 2963-2965.
    • (2003) Organic Letters , vol.5 , pp. 2963-2965
    • Spantulescu, M.D.1    Jain, R.P.2    Derksen, D.J.3    Vederas, J.C.4
  • 81
    • 0348041983 scopus 로고    scopus 로고
    • Synthesis of b-cyclopropylalanines by photolysis of diacyl peroxides
    • Jain, R.P. and Vederas, J.C. (2003) Synthesis of b-cyclopropylalanines by photolysis of diacyl peroxides. Organic Letters, 5, 4669-4672.
    • (2003) Organic Letters , vol.5 , pp. 4669-4672
    • Jain, R.P.1    Vederas, J.C.2
  • 82
    • 25444514293 scopus 로고    scopus 로고
    • Synthesis of oxytocin analogues with replacement of sulfur by carbon gives potent antagonists with increase stability
    • Stymiest, J.L., Mitchell, B.F., Wong, S., and Vederas, J.C. (2005) Synthesis of oxytocin analogues with replacement of sulfur by carbon gives potent antagonists with increase stability. Journal of Organic Chemistry, 70, 7799-7809.
    • (2005) Journal of Organic Chemistry , vol.70 , pp. 7799-7809
    • Stymiest, J.L.1    Mitchell, B.F.2    Wong, S.3    Vederas, J.C.4
  • 83
    • 35348978658 scopus 로고    scopus 로고
    • Design and synthesis of C5 methylated L-arginine analogues as active site probes for nitric oxide synthase
    • Martin, N.I., Woodward, J.J., Beeson, W.T., and Marletta, M.A. (2007) Design and synthesis of C5 methylated L-arginine analogues as active site probes for nitric oxide synthase. Journal of the American Chemical Society, 129, 12563-12570.
    • (2007) Journal of the American Chemical Society , vol.129 , pp. 12563-12570
    • Martin, N.I.1    Woodward, J.J.2    Beeson, W.T.3    Marletta, M.A.4
  • 84
    • 0002742667 scopus 로고
    • Lichtinduzierte Decarbonylierung geloster Ketone bei Raumtemperatur
    • Quinkert, G., Opitz, K., Wiersdorff, W.W., and Weinlich, J. (1963) Lichtinduzierte Decarbonylierung geloster Ketone bei Raumtemperatur. Tetrahedron Letters, 4, 1863-1868.
    • (1963) Tetrahedron Letters , vol.4 , pp. 1863-1868
    • Quinkert, G.1    Opitz, K.2    Wiersdorff, W.W.3    Weinlich, J.4
  • 85
    • 33745746436 scopus 로고
    • Die photolyse konfigurations-isomerer cyclobutanon-derivate
    • Quinkert, G., Cimbollek, G., and Buhr, G. (1966) Die photolyse konfigurations-isomerer cyclobutanon-derivate. Tetrahedron Letters, 38, 4573-4578;
    • (1966) Tetrahedron Letters , vol.38 , pp. 4573-4578
    • Quinkert, G.1    Cimbollek, G.2    Buhr, G.3
  • 89
    • 0030461030 scopus 로고    scopus 로고
    • Molecular control of solid state reactivity by decarbonylation of crystalline ketones
    • Choi, T., Peterfy, K., and Garcia-Garibay, M.A. (1996) Molecular control of solid state reactivity by decarbonylation of crystalline ketones. Journal of the American Chemical Society, 118, 12477-12478.
    • (1996) Journal of the American Chemical Society , vol.118 , pp. 12477-12478
    • Choi, T.1    Peterfy, K.2    Garcia-garibay, M.A.3
  • 90
    • 0001228196 scopus 로고    scopus 로고
    • Generation and reactivity of a triplet 1,4-biradical conformationally trapped in a crystalline cyclopentanone
    • Peterfy, K. and Garcia-Garibay, M.A. (1998) Generation and reactivity of a triplet 1,4-biradical conformationally trapped in a crystalline cyclopentanone. Journal of the American Chemical Society, 120, 4540-4541.
    • (1998) Journal of the American Chemical Society , vol.120 , pp. 4540-4541
    • Peterfy, K.1    Garcia-garibay, A.M.2
  • 91
    • 0037204703 scopus 로고    scopus 로고
    • Engineering reactions in crystalline solids: predicting photochemical decarbonylation from calculated thermochemical parameters
    • Campos, L.M., Dang, H., Ng, D., Yang, Z., Martinez, H.L., and Garcia-Garibay, M.A. (2002) Engineering reactions in crystalline solids: predicting photochemical decarbonylation from calculated thermochemical parameters. Journal of Organic Chemistry, 67, 3749-3754.
    • (2002) Journal of Organic Chemistry , vol.67 , pp. 3749-3754
    • Campos, L.M.1    Dang, H.2    Ng, D.3    Yang, Z.4    Martinez, H.L.5    Garcia-garibay, M.A.6
  • 92
    • 13844271432 scopus 로고    scopus 로고
    • Hammet analysis of photodecarbonylation in crystalline 1,3-diarylacetones
    • Resendiz, M. and Garcia-Garibay, M.A. (2005) Hammet analysis of photodecarbonylation in crystalline 1,3-diarylacetones. Organic Letters, 7, 371-374.
    • (2005) Organic Letters , vol.7 , pp. 371-374
    • Resendiz, M.1    Garcia-garibay, M.A.2
  • 93
    • 35548950394 scopus 로고    scopus 로고
    • Photodecarbonylation of 1,3-dithiophenyl propanone: using nanocrystals to overcome the filtering effect of highly absorbing trace impurities
    • Resendiz, M.J.E., Taing, J., and Garcia-Garibay, M.A. (2007) Photodecarbonylation of 1,3-dithiophenyl propanone: using nanocrystals to overcome the filtering effect of highly absorbing trace impurities. Organic Letters, 9, 4351-4354.
    • (2007) Organic Letters , vol.9 , pp. 4351-4354
    • Resendiz, M.J.E.1    Taing, J.2    Garcia-garibay, M.A.3
  • 94
    • 20444371621 scopus 로고    scopus 로고
    • Green chemistry strategies using crystal-to-crystal photoreactions: stereoselectivec synthesis and decarbonylation of trans-a, a0-dialkenoylcyclohexanones
    • Mortko, C.J. and Garcia-Garibay, M.A. (2005) Green chemistry strategies using crystal-to-crystal photoreactions: stereoselectivec synthesis and decarbonylation of trans-a, a0-dialkenoylcyclohexanones. Journal of the American Chemical Society, 127, 7994-7995.
    • (2005) Journal of the American Chemical Society , vol.127 , pp. 7994-7995
    • Mortko, C.J.1    Garcia-garibay, M.A.2
  • 95
    • 33646543330 scopus 로고    scopus 로고
    • Combination vs. disproportionation in dialkyl biradicals
    • Photochemistry & Photobiological Sciences
    • Choe, T., Khan, S.I., and Garcia-Garibay, M.A. (2006) Combination vs. disproportionation in dialkyl biradicals. Selectivity reversal in a crystalline solid. Photochemistry & Photobiological Sciences, 5, 449-451.
    • (2006) Selectivity reversal in a crystalline solid , vol.5 , pp. 449-451
    • Choe, T.1    Khan, S.I.2    Garcia-garibay, M.A.3
  • 96
    • 0037163264 scopus 로고    scopus 로고
    • Engineering reactions in crystals: gem-dialkoxy substitution enables the photodecarbonylation of crystalline 2-indanone
    • Ng, D., Yang, Z., and Garcia-Garibay, M.A. (2002) Engineering reactions in crystals: gem-dialkoxy substitution enables the photodecarbonylation of crystalline 2-indanone. Tetrahedron Letters, 43, 7063-7066.
    • (2002) Tetrahedron Letters , vol.43 , pp. 7063-7066
    • Ng, D.1    Yang, Z.2    Garcia-garibay, M.A.3
  • 97
    • 33847805386 scopus 로고
    • Photochemistry of dispiro-1,3-cyclobutanediones in methylene chloride and methanol solutions
    • Krapcho, A.P. and Abegaz, B. (1974) Photochemistry of dispiro-1,3-cyclobutanediones in methylene chloride and methanol solutions. Journal of Organic Chemistry, 39, 2251-2255.
    • (1974) Journal of Organic Chemistry , vol.39 , pp. 2251-2255
    • Krapcho, A.P.1    Abegaz, B.2
  • 99
    • 0141634151 scopus 로고    scopus 로고
    • Enantiospecific synthesis of vicinal stereogenic tertiary and quaternary centers by combination of configurationallytrapped radical pairs in crystalline solids
    • Ellison, M.E., Ng, D., Dang, H., and Garcia-Garibay, M.A. (2003) Enantiospecific synthesis of vicinal stereogenic tertiary and quaternary centers by combination of configurationallytrapped radical pairs in crystalline solids. Organic Letters, 5, 2531-2534.
    • (2003) Organic Letters , vol.5 , pp. 2531-2534
    • Ellison, M.E.1    Ng, D.2    Dang, H.3    Garcia-garibay, M.A.4
  • 100
    • 1342332875 scopus 로고    scopus 로고
    • Total synthesis of (±)-herbertenolide by stereospecific formation of vicinal quaternary centers in a crystalline ketone
    • Ng, D., Yang, Z., and Garcia-Garibay, M.A. (2004) Total synthesis of (±)-herbertenolide by stereospecific formation of vicinal quaternary centers in a crystalline ketone. Organic Letters, 6, 645-647.
    • (2004) Organic Letters , vol.6 , pp. 645-647
    • Ng, D.1    Yang, Z.2    Garcia-garibay, M.A.3
  • 101
    • 34548316622 scopus 로고    scopus 로고
    • Parallel syntheses of ({thorn})-and (-)-a-cuparenone by radical combination in crystalline solids
    • International Edition
    • Natarajan, A., Ng, D., Yang, Z., and Garcia-Garibay, M.A. (2007) Parallel syntheses of ({thorn})-and (-)-a-cuparenone by radical combination in crystalline solids. Angewandte Chemie, International Edition, 46, 6485-6487.
    • (2007) Angewandte Chemie , vol.46 , pp. 6485-6487
    • Natarajan, A.1    Ng, D.2    Yang, Z.3    Garcia-garibay, M.A.4
  • 102
    • 0037967855 scopus 로고    scopus 로고
    • H-Abstraction prevails over a-cleavage in the solution and solid state photochemistry of cis-2,6-di(1-cyclohexenyl)cyclohexanone
    • Mortko, C.J., Dang, H., Campos, L.M., and Garcia-Garibay, M.A. (2003) H-Abstraction prevails over a-cleavage in the solution and solid state photochemistry of cis-2,6-di(1-cyclohexenyl)cyclohexanone. Tetrahedron Letters, 44, 6133-6136.
    • (2003) Tetrahedron Letters , vol.44 , pp. 6133-6136
    • Mortko, C.J.1    Dang, H.2    Campos, L.M.3    Garcia-garibay, M.A.4
  • 103
    • 0035944996 scopus 로고    scopus 로고
    • Engineering reactions in crystals: suppression of photodecarbonylation by intramolecular b-phenyl quenching
    • Ng, D., Yang, Z., and Garcia-Garibay, M.A. (2001) Engineering reactions in crystals: suppression of photodecarbonylation by intramolecular b-phenyl quenching. Tetrahedron Letters, 42, 9113-9116.
    • (2001) Tetrahedron Letters , vol.42 , pp. 9113-9116
    • Ng, D.1    Yang, Z.2    Garcia-garibay, M.A.3
  • 104
    • 0000353082 scopus 로고    scopus 로고
    • Photochemical solid-to-solid reactions
    • in Organic and Inorganic Photochemistry, V. Ramamurthy and K. Schanze), Marcel Dekker, New York
    • Keating, A.E. and Garcia-Garibay, M.A. (1998) Photochemical solid-to-solid reactions, in Organic and Inorganic Photochemistry, Vol. 2 (eds V. Ramamurthy and K. Schanze), Marcel Dekker, New York, pp. 195-248.
    • (1998) , vol.2 , pp. 195-248
    • Keating, A.E.1    Garcia-garibay, M.A.2
  • 105
    • 33646539550 scopus 로고    scopus 로고
    • Engineering stereospecific reactions in crystals: synthesis of compounds with adjacent stereogenic quaternary centers by photodecarbonylation of crystalline ketones
    • in Topics in Stereochemistry, S.E. Denmark and J.S. Siegel), John Wiley & Sons, Hoboken, NJ
    • Mortko, C.J. and Garcia-Garibay, M.A. (2006) Engineering stereospecific reactions in crystals: synthesis of compounds with adjacent stereogenic quaternary centers by photodecarbonylation of crystalline ketones, in Topics in Stereochemistry, Vol. 25 (eds S.E. Denmark and J.S. Siegel), John Wiley & Sons, Hoboken, NJ, pp. 205-253.
    • (2006) , vol.25 , pp. 205-253
    • Mortko, C.J.1    Garcia-garibay, M.A.2
  • 106
    • 33745550406 scopus 로고    scopus 로고
    • Large-scale photochemical reactions of nanocrystalline suspensions: a promising green chemistry method
    • Veerman, M., Resendiz, M.J.E., and Garcia-Garibay, M.A. (2006) Large-scale photochemical reactions of nanocrystalline suspensions: a promising green chemistry method. Organic Letters, 8, 2615-2617.
    • (2006) Organic Letters , vol.8 , pp. 2615-2617
    • Veerman, M.1    Resendiz, M.J.E.2    Garcia-garibay, M.A.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.