메뉴 건너뛰기




Volumn 15, Issue 7, 2003, Pages 646-653

Exciton coupling effects and conformational change of perhexyloligosilanes with optically active methyl(1-naphthyl)phenylsilyl terminals

Author keywords

CD exciton chirality; Conformation control; Exciton coupling effect; Oligosilane; Optically active; Silicon stereochemistry

Indexed keywords

METHYL(1 NAPHTHYL)PHENYLSILYL DERIVATIVE; PERHEXYLOLIGOSILANE; PHENYL GROUP; SILANE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0042665542     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/chir.10276     Document Type: Article
Times cited : (18)

References (49)
  • 1
    • 0035844918 scopus 로고    scopus 로고
    • π-π interactions in organometallic systems. Crystal structures and spectroscopic properties of luminescent mono-, bi-, and trinuclear trans-cyclometalated platinum(II) complexes derived from 2,6-diphenylpyridine
    • (a) Lu W, Chan MCW, Cheung KK, Che CM. π-π interactions in organometallic systems. Crystal structures and spectroscopic properties of luminescent mono-, bi-, and trinuclear trans-cyclometalated platinum(II) complexes derived from 2,6-diphenylpyridine. Organometallics 2001;20:2477-2486.
    • (2001) Organometallics , vol.20 , pp. 2477-2486
    • Lu, W.1    Chan, M.C.W.2    Cheung, K.K.3    Che, C.M.4
  • 2
    • 0034807607 scopus 로고    scopus 로고
    • High-resolution structure and conformational dynamics of rigid, cofacially aligned porphyrin-bridge-quinone systems as determined by NMR spectroscopy and ab initio simulated annealing calculations
    • (b) Iovine PM, Veglia G, Furst G, Therien MJ. High-resolution structure and conformational dynamics of rigid, cofacially aligned porphyrin-bridge-quinone systems as determined by NMR spectroscopy and ab initio simulated annealing calculations. J Am Chem Soc 2001;123:5668-5679.
    • (2001) J Am Chem Soc , vol.123 , pp. 5668-5679
    • Iovine, P.M.1    Veglia, G.2    Furst, G.3    Therien, M.J.4
  • 3
    • 0034688221 scopus 로고    scopus 로고
    • Molecular imprinting of bulk, microporous silica
    • (c) Katz A, Davis ME. Molecular imprinting of bulk, microporous silica. Nature 2000;403:286-289.
    • (2000) Nature , vol.403 , pp. 286-289
    • Katz, A.1    Davis, M.E.2
  • 4
    • 33845281967 scopus 로고
    • Intramolecular excimer formation in bichromophoric molecules linked by a short flexible chain
    • and references therein
    • (a) De Schryver FC, Collart P, Vandendriessche J, Goedeweeck R, Swinnen A, Auweraer MV. Intramolecular excimer formation in bichromophoric molecules linked by a short flexible chain. Acc Chem Res 1987;20:159-116, and references therein.
    • (1987) Acc Chem Res , vol.20 , pp. 159-116
    • De Schryver, F.C.1    Collart, P.2    Vandendriessche, J.3    Goedeweeck, R.4    Swinnen, A.5    Auweraer, M.V.6
  • 5
    • 0001061557 scopus 로고
    • Ground-state dimers in excimer-forming bichromophoric molecules. 1. Bis(pyrenylcarboxy)alkanes
    • (b) Reynders P, Kuhnle W, Zachariasse KA. Ground-state dimers in excimer-forming bichromophoric molecules. 1. Bis(pyrenylcarboxy)alkanes. J Am Chem Soc 1990;112:3929-3939.
    • (1990) J Am Chem Soc , vol.112 , pp. 3929-3939
    • Reynders, P.1    Kuhnle, W.2    Zachariasse, K.A.3
  • 6
    • 0000091086 scopus 로고
    • Conformational analysis of intramolecular excimer formation in dinaphthylalkanes
    • (c) Ito S, Yamamoto M, Nishijima Y. Conformational analysis of intramolecular excimer formation in dinaphthylalkanes. Bull Chem Soc Jpn 1982;55:363-368.
    • (1982) Bull Chem Soc Jpn , vol.55 , pp. 363-368
    • Ito, S.1    Yamamoto, M.2    Nishijima, Y.3
  • 7
  • 9
    • 0002550270 scopus 로고    scopus 로고
    • Exciton chirality methods: Principles and applications
    • Berova N, Nakanishi K, Woody RW, editors. New York: Wiley-VCH
    • (b) Berova N, Nakanishi K. Exciton chirality methods: principles and applications. In: Berova N, Nakanishi K, Woody RW, editors. Circular dichroism: principles and applications. New York: Wiley-VCH; 2000. p 337-392.
    • (2000) Circular Dichroism: Principles and Applications , pp. 337-392
    • Berova, N.1    Nakanishi, K.2
  • 11
    • 0037282487 scopus 로고    scopus 로고
    • Evaluation of absolute configuration of naphthylphenyl-substituted oligosilanes by CD exciton chirality method
    • Oh HS, Imae I, Kawakami Y. Evaluation of absolute configuration of naphthylphenyl-substituted oligosilanes by CD exciton chirality method. Chirality 2003;15:231-237.
    • (2003) Chirality , vol.15 , pp. 231-237
    • Oh, H.S.1    Imae, I.2    Kawakami, Y.3
  • 12
    • 0041613534 scopus 로고    scopus 로고
    • Synthesis, stereochemistry and chiroptical properties of naphthylphenyl-substituted optically active oligosilanes with α,ω-chiral silicon centers
    • in press
    • Oh HS, Imae I, Kawakami Y, Raj SSS, Yamane T. Synthesis, stereochemistry and chiroptical properties of naphthylphenyl-substituted optically active oligosilanes with α,ω-chiral silicon centers. J Organometal Chem 2002; in press.
    • (2002) J Organometal Chem
    • Oh, H.S.1    Imae, I.2    Kawakami, Y.3    Raj, S.S.S.4    Yamane, T.5
  • 13
    • 0024733839 scopus 로고
    • Polysilane high polymers
    • (a) Miller RD, Michl J. Polysilane high polymers. Chem Rev 1989;89:1359-1310.
    • (1989) Chem Rev , vol.89 , pp. 1359-1310
    • Miller, R.D.1    Michl, J.2
  • 14
    • 0002072453 scopus 로고    scopus 로고
    • Electronic structure and spectroscopy of polysilanes
    • Jones RG et al., editors. Dordrecht: Kluwer Academic Publishers
    • (b) Michl J, West R. Electronic structure and spectroscopy of polysilanes. In: Jones RG et al., editors. Silicon-containing polymers. Dordrecht: Kluwer Academic Publishers; 2000. p 499-529.
    • (2000) Silicon-containing Polymers , pp. 499-529
    • Michl, J.1    West, R.2
  • 15
    • 0001479570 scopus 로고    scopus 로고
    • Synthesis, structure, and spectroscopic properties of perhexyloligosilanes
    • (a) Obata K, Kira M. Synthesis, structure, and spectroscopic properties of perhexyloligosilanes. Organometallics 1999;18:2216-2222.
    • (1999) Organometallics , vol.18 , pp. 2216-2222
    • Obata, K.1    Kira, M.2
  • 16
    • 0001237018 scopus 로고    scopus 로고
    • Remarkable effects of side-chain alkyl substituents on thermochromic behavior of peralkyldecasilanes
    • (b) Obata K, Kira M. Remarkable effects of side-chain alkyl substituents on thermochromic behavior of peralkyldecasilanes. Chem Comm 1998;1309-1310.
    • (1998) Chem Comm , pp. 1309-1310
    • Obata, K.1    Kira, M.2
  • 18
    • 0031591231 scopus 로고    scopus 로고
    • Conformational effects in UV absorption spectra of tetrasilanes
    • (d) Imhof R, Teramae H, Michl J. Conformational effects in UV absorption spectra of tetrasilanes. Chem Phys Lett. 1997;270:500-505.
    • (1997) Chem Phys Lett , vol.270 , pp. 500-505
    • Imhof, R.1    Teramae, H.2    Michl, J.3
  • 19
    • 0034665241 scopus 로고    scopus 로고
    • Conformation control of oligosilanes based on configurationally constrained bicyclic disilane units
    • (e) Tamao K, Tsuji H, Terada M, Asahara M, Yamaguchi S, Toshimitsu A. Conformation control of oligosilanes based on configurationally constrained bicyclic disilane units. Angew Chem Int Ed 2000;39:3287-3290.
    • (2000) Angew Chem Int Ed , vol.39 , pp. 3287-3290
    • Tamao, K.1    Tsuji, H.2    Terada, M.3    Asahara, M.4    Yamaguchi, S.5    Toshimitsu, A.6
  • 21
    • 0032590837 scopus 로고    scopus 로고
    • Structure of vacuum-deposited permethyldecasilane thin films
    • (g) Ichino Y, Minami N, Yatabe T, Shimomura M, Kaito A. Structure of vacuum-deposited permethyldecasilane thin films. Synth Met 1999;101:637-638.
    • (1999) Synth Met , vol.101 , pp. 637-638
    • Ichino, Y.1    Minami, N.2    Yatabe, T.3    Shimomura, M.4    Kaito, A.5
  • 22
    • 0006199057 scopus 로고
    • Conformational analysis of poly(di-n-hexylsilylene)
    • (a) Damewood JR Jr. Conformational analysis of poly(di-n-hexylsilylene). Macromolecules 1985;18:1793-1795.
    • (1985) Macromolecules , vol.18 , pp. 1793-1795
    • Damewood J.R., Jr.1
  • 23
    • 0008331903 scopus 로고
    • Identification of the stereoisomers of 1,2,3,4-tetramethyl-1,2,3,4-tetraphenylcyclotetrasilane
    • (b) Fossum E, Gordon-Wylie SW, Matyjaszewski K. Identification of the stereoisomers of 1,2,3,4-tetramethyl-1,2,3,4-tetraphenylcyclotetrasilane. Organometallics 1994;13:1695-1698.
    • (1994) Organometallics , vol.13 , pp. 1695-1698
    • Fossum, E.1    Gordon-Wylie, S.W.2    Matyjaszewski, K.3
  • 24
    • 0028407425 scopus 로고
    • Synthesis of sequence-ordered pPolysilane by anionic ring-opening polymerization of phenylnonamethylcyclopentasilane
    • (c) Suzuki M, Kotani J, Gyobu S, Kaneko T, Saegusa T. Synthesis of sequence-ordered pPolysilane by anionic ring-opening polymerization of phenylnonamethylcyclopentasilane. Macromolecules 1994;27:2360-2363.
    • (1994) Macromolecules , vol.27 , pp. 2360-2363
    • Suzuki, M.1    Kotani, J.2    Gyobu, S.3    Kaneko, T.4    Saegusa, T.5
  • 26
    • 0031509456 scopus 로고    scopus 로고
    • Detection of the site of an enantioselective interaction between chiral polypinanylsilane and a hydrophobic enantiomer by use of circular dichroism
    • (e) Shinohara K, Aoki T, Kaneko T, Oikawa E. Detection of the site of an enantioselective interaction between chiral polypinanylsilane and a hydrophobic enantiomer by use of circular dichroism. Chem Lett 1997;361-362.
    • (1997) Chem Lett , pp. 361-362
    • Shinohara, K.1    Aoki, T.2    Kaneko, T.3    Oikawa, E.4
  • 27
    • 0001744512 scopus 로고
    • Side-chain effect on the nature of thermochromism of polysilanes
    • (a) Yuan CH, West R. Side-chain effect on the nature of thermochromism of polysilanes. Macromolecules 1994;27:629-630.
    • (1994) Macromolecules , vol.27 , pp. 629-630
    • Yuan, C.H.1    West, R.2
  • 28
    • 0032630950 scopus 로고    scopus 로고
    • A statistical model for the cooperative thermochromic transition of polysilanes
    • (b) Sanji T, Sakamoto K, Sakurai H, Ono K. A statistical model for the cooperative thermochromic transition of polysilanes. Macromolecules 1999;32:3788-3794.
    • (1999) Macromolecules , vol.32 , pp. 3788-3794
    • Sanji, T.1    Sakamoto, K.2    Sakurai, H.3    Ono, K.4
  • 29
    • 0035534162 scopus 로고    scopus 로고
    • Optically active polysilylenes: State-of-the-art chiroptical polymers
    • and references therein
    • (a) Fujiki M. Optically active polysilylenes: state-of-the-art chiroptical polymers. Macromol Rapid Commun 2001;22:539-563, and references therein.
    • (2001) Macromol Rapid Commun , vol.22 , pp. 539-563
    • Fujiki, M.1
  • 30
    • 0000899472 scopus 로고
    • Ideal exciton spectra in single- and double-screw-sense helical polysilanes
    • (b) Fujiki M. Ideal exciton spectra in single- and double-screw-sense helical polysilanes. J Am Chem Soc 1994;116:6017-6018.
    • (1994) J Am Chem Soc , vol.116 , pp. 6017-6018
    • Fujiki, M.1
  • 31
    • 0030704209 scopus 로고    scopus 로고
    • Induction of helical chirality in linear oligosilanes by terminal chiral substituents
    • (a) Obata K, Kabuto C, Kira M. Induction of helical chirality in linear oligosilanes by terminal chiral substituents. J Am Chem Soc 1997;119:11345-11346.
    • (1997) J Am Chem Soc , vol.119 , pp. 11345-11346
    • Obata, K.1    Kabuto, C.2    Kira, M.3
  • 32
    • 0032121209 scopus 로고    scopus 로고
    • Temperature dependent CD spectra of poly (dihexylsilylene)s with terminal chiral groups. Coupled cotton effects of silicon σ-chain
    • (b) Obata K, Kira M. Temperature dependent CD spectra of poly (dihexylsilylene)s with terminal chiral groups. Coupled cotton effects of silicon σ-chain. Macromolecules 1998;31:4666-4668.
    • (1998) Macromolecules , vol.31 , pp. 4666-4668
    • Obata, K.1    Kira, M.2
  • 33
    • 0035915329 scopus 로고    scopus 로고
    • Helical-sense programming through polysilane-poly(triphenylmethyl methacrylate) block copolymers
    • Sanji T, Takase K, Sakurai H. Helical-sense programming through polysilane-poly(triphenylmethyl methacrylate) block copolymers. J Am Chem Soc 2001;123:12690-12691.
    • (2001) J Am Chem Soc , vol.123 , pp. 12690-12691
    • Sanji, T.1    Takase, K.2    Sakurai, H.3
  • 34
    • 0003769840 scopus 로고    scopus 로고
    • Optically active silicon-containing polymers
    • Jones RG et al., editors. Dordrecht: Kluwer Academic Publishers
    • Fujiki M, Koe JR. Optically active silicon-containing polymers. In: Jones RG et al., editors. Silicon-containing polymers. Dordrecht: Kluwer Academic Publishers; 2000. p 643-665.
    • (2000) Silicon-containing Polymers , pp. 643-665
    • Fujiki, M.1    Koe, J.R.2
  • 35
    • 0035137776 scopus 로고    scopus 로고
    • Self-organized oligosilanes; a new class of organic hole-transport materials
    • (a) Okumoto H, Yatabe T, Shimomura M, Kaito A, Minami N, Tanabe Y. Self-organized oligosilanes; a new class of organic hole-transport materials. Adv. Mater 2001;13:72-76.
    • (2001) Adv Mater , vol.13 , pp. 72-76
    • Okumoto, H.1    Yatabe, T.2    Shimomura, M.3    Kaito, A.4    Minami, N.5    Tanabe, Y.6
  • 36
    • 0035867159 scopus 로고    scopus 로고
    • Hole transport properties of self-organized oligosilane film in a polycrystalline and a mesophase
    • (b) Okumoto H, Yatabe T, Peng J, Kaito A, Minami N. Hole transport properties of self-organized oligosilane film in a polycrystalline and a mesophase. Synth Met 2001;121:1507-1508.
    • (2001) Synth Met , vol.121 , pp. 1507-1508
    • Okumoto, H.1    Yatabe, T.2    Peng, J.3    Kaito, A.4    Minami, N.5
  • 37
    • 0002295082 scopus 로고
    • Dearylation of α,ω-diphenylpermethylated oligosilanes with triflic acid
    • Ruehl KE, Matyjaszewski K. Dearylation of α,ω-diphenylpermethylated oligosilanes with triflic acid. J Organometal Chem 1991;410:1-12.
    • (1991) J Organometal Chem , vol.410 , pp. 1-12
    • Ruehl, K.E.1    Matyjaszewski, K.2
  • 38
    • 0001774544 scopus 로고    scopus 로고
    • Stereospecific formation of optically active trialkylsilyllithiums and their configurational stability
    • Omote M, Tokita T, Shimizu Y, Imae I, Shirakawa E, Kawakami Y. Stereospecific formation of optically active trialkylsilyllithiums and their configurational stability. J Organometal Chem 2000;611:20-25.
    • (2000) J Organometal Chem , vol.611 , pp. 20-25
    • Omote, M.1    Tokita, T.2    Shimizu, Y.3    Imae, I.4    Shirakawa, E.5    Kawakami, Y.6
  • 39
    • 0000853389 scopus 로고
    • Characterization of poly (di-n-hexylsilane) in the solid state. II. Carbon-13 and silicon-29 magic-angle spinning NMR studies
    • Schilling FC, Bovey FA, Lovinger AJ, Ziegler JM. Characterization of poly (di-n-hexylsilane) in the solid state. II. Carbon-13 and silicon-29 magic-angle spinning NMR studies. Macromolecules 1986;19:2660-2663.
    • (1986) Macromolecules , vol.19 , pp. 2660-2663
    • Schilling, F.C.1    Bovey, F.A.2    Lovinger, A.J.3    Ziegler, J.M.4
  • 40
    • 0000248841 scopus 로고
    • The ultraviolet spectra of some polysilanes
    • (a) Sakurai H, Kumada M, The ultraviolet spectra of some polysilanes. Bull Chem Soc Jpn 1964;1894-1895.
    • (1964) Bull Chem Soc Jpn , pp. 1894-1895
    • Sakurai, H.1    Kumada, M.2
  • 41
    • 0002121166 scopus 로고
    • Catenated organic compounds of silicon, germanium, tin, and lead
    • (b) Gilman H, Atwell WH, Cartledge FK. Catenated organic compounds of silicon, germanium, tin, and lead. Advan Organomet Chem 1966;4:1-89.
    • (1966) Advan Organomet Chem , vol.4 , pp. 1-89
    • Gilman, H.1    Atwell, W.H.2    Cartledge, F.K.3
  • 42
    • 0000376715 scopus 로고
    • Cleavage of symmetrically substituted disilanes by lithium in tetrahydrofuran
    • (a) Gilman H, Lichtenwalter GD. Cleavage of symmetrically substituted disilanes by lithium in tetrahydrofuran. J Am Chem Soc 1958;80:608-611.
    • (1958) J Am Chem Soc , vol.80 , pp. 608-611
    • Gilman, H.1    Lichtenwalter, G.D.2
  • 43
    • 0029471604 scopus 로고
    • Silicon derivatives of the metals of groups 1 and 2
    • (b) Lickiss PD, Smith CM. Silicon derivatives of the metals of groups 1 and 2. Coor Chem Rev 1995;145;75-124.
    • (1995) Coor Chem Rev , vol.145 , pp. 75-124
    • Lickiss, P.D.1    Smith, C.M.2
  • 45
    • 0034525770 scopus 로고    scopus 로고
    • Lithiosilanes and their application to the synthesis of polysilane dendrimers
    • (d) Sekiguchi A, Lee VY, Nanjo M. Lithiosilanes and their application to the synthesis of polysilane dendrimers. Coor Chem Rev 2000;210:11-45.
    • (2000) Coor Chem Rev , vol.210 , pp. 11-45
    • Sekiguchi, A.1    Lee, V.Y.2    Nanjo, M.3
  • 46
    • 0342780126 scopus 로고
    • Nature of the electronic interactions in aryl-substituted polysilanes
    • Pitt CG, Carey RN, Toren EC Jr. Nature of the electronic interactions in aryl-substituted polysilanes. J Am Chem Soc 1972;94:3806-3811.
    • (1972) J Am Chem Soc , vol.94 , pp. 3806-3811
    • Pitt, C.G.1    Carey, R.N.2    Toren E.C., Jr.3
  • 47
  • 48
    • 0000833148 scopus 로고    scopus 로고
    • Mechanistic aspects of the photochemistry of organosilicon compounds
    • Rappoport Z, Apeloig Y, editors. New York: John Wiley & Sons
    • Kira M, Miyazawa T. Mechanistic aspects of the photochemistry of organosilicon compounds. In: Rappoport Z, Apeloig Y, editors. The chemistry of organic silicon compounds. New York: John Wiley & Sons; 1998. p 1311-1337.
    • (1998) The Chemistry of Organic Silicon Compounds , pp. 1311-1337
    • Kira, M.1    Miyazawa, T.2
  • 49
    • 0035656038 scopus 로고    scopus 로고
    • π-π σ-π interaction in α,ω-dinaphthyl and -dianthryl oligosilanes in solution
    • Karatsu T, Shibata T, Nishigaki A, Fukui K, Kitamura A. π-π and σ-π interaction in α,ω-dinaphthyl and -dianthryl oligosilanes in solution. Chem Lett 2001;994-995.
    • (2001) Chem Lett , pp. 994-995
    • Karatsu, T.1    Shibata, T.2    Nishigaki, A.3    Fukui, K.4    Kitamura, A.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.