메뉴 건너뛰기




Volumn 3, Issue 3, 2005, Pages 431-440

Preparation of bis(diazo) compounds incorporated into butadiyne and thiophene units and generation and characterization of their photoproducts

Author keywords

[No Author keywords available]

Indexed keywords

BUTADIENE; CHROMATOGRAPHIC ANALYSIS; ELECTRONS; ENERGY GAP; IRRADIATION; LOW TEMPERATURE EFFECTS; PARAMAGNETIC RESONANCE; PHOTOLYSIS; REACTION KINETICS; SILICA GEL; SPECTROSCOPIC ANALYSIS; THERMODYNAMIC PROPERTIES; ULTRAVIOLET RADIATION;

EID: 14244251492     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b409095k     Document Type: Article
Times cited : (8)

References (77)
  • 2
    • 0004050551 scopus 로고
    • Academic Press, New York
    • For reviews of general reactions of carbenes, see (a) W. Kirmse, Carbene Chemistry, 2nd edn., Academic Press, New York, 1971; (b) Carbenes, Vol. 1 and 2; ed. R. A. Moss and M. Jones, Jr., Wiley, New York, 1973 and 1975; (c) Carbene(oide), Carbine, ed. M. Regitz, Thieme, Stuttgart, 1989.
    • (1971) Carbene Chemistry, 2nd Edn.
    • Kirmse, W.1
  • 3
    • 0003428791 scopus 로고
    • Wiley, New York
    • For reviews of general reactions of carbenes, see (a) W. Kirmse, Carbene Chemistry, 2nd edn., Academic Press, New York, 1971; (b) Carbenes, Vol. 1 and 2; ed. R. A. Moss and M. Jones, Jr., Wiley, New York, 1973 and 1975; (c) Carbene(oide), Carbine, ed. M. Regitz, Thieme, Stuttgart, 1989.
    • (1973) Carbenes , vol.1-2
    • Moss, R.A.1    Jones Jr., M.2
  • 4
    • 0004269850 scopus 로고
    • Thieme, Stuttgart
    • For reviews of general reactions of carbenes, see (a) W. Kirmse, Carbene Chemistry, 2nd edn., Academic Press, New York, 1971; (b) Carbenes, Vol. 1 and 2; ed. R. A. Moss and M. Jones, Jr., Wiley, New York, 1973 and 1975; (c) Carbene(oide), Carbine, ed. M. Regitz, Thieme, Stuttgart, 1989.
    • (1989) Carbene(oide), Carbine
    • Regitz, M.1
  • 5
    • 0000206452 scopus 로고    scopus 로고
    • See for reviews of persistent triplet carbenes: (a) H. Tomioka, Acc. Chem. Res., 1997, 30, 315; (b) H. Tomioka, in Advances in Carbene Chemistry, ed. U. Brinker, JAI Press, Greenwich, CT, 1998, vol. 2. pp. 175-214; (c) H. Tomioka, in Carbene Chemistry; ed. G. Bertrand, FontisMedia S. A., Lausanne, 2002, pp. 103-152.
    • (1997) Acc. Chem. Res. , vol.30 , pp. 315
    • Tomioka, H.1
  • 6
    • 0000491883 scopus 로고    scopus 로고
    • ed. U. Brinker, JAI Press, Greenwich, CT
    • See for reviews of persistent triplet carbenes: (a) H. Tomioka, Acc. Chem. Res., 1997, 30, 315; (b) H. Tomioka, in Advances in Carbene Chemistry, ed. U. Brinker, JAI Press, Greenwich, CT, 1998, vol. 2. pp. 175-214; (c) H. Tomioka, in Carbene Chemistry; ed. G. Bertrand, FontisMedia S. A., Lausanne, 2002, pp. 103-152.
    • (1998) Advances in Carbene Chemistry , vol.2 , pp. 175-214
    • Tomioka, H.1
  • 7
    • 0042999944 scopus 로고    scopus 로고
    • ed. G. Bertrand, FontisMedia S. A., Lausanne
    • See for reviews of persistent triplet carbenes: (a) H. Tomioka, Acc. Chem. Res., 1997, 30, 315; (b) H. Tomioka, in Advances in Carbene Chemistry, ed. U. Brinker, JAI Press, Greenwich, CT, 1998, vol. 2. pp. 175-214; (c) H. Tomioka, in Carbene Chemistry; ed. G. Bertrand, FontisMedia S. A., Lausanne, 2002, pp. 103-152.
    • (2002) Carbene Chemistry , pp. 103-152
    • Tomioka, H.1
  • 8
    • 0000509322 scopus 로고
    • eds. B. M. Trost and I. Fleming, Pergamon Press, Oxford, UK
    • K. Sonogashira, in Comprehensive Organic Sythesis, eds. B. M. Trost and I. Fleming, Pergamon Press, Oxford, UK, 1991, vol. 3, pp. 521-549.
    • (1991) Comprehensive Organic Sythesis , vol.3 , pp. 521-549
    • Sonogashira, K.1
  • 11
    • 0000643046 scopus 로고
    • A. S. Hay, J. Org. Chem., 1960, 25, 1275 and; A. S. Hay, J. Org. Chem., 1962, 27, 3320. See also; J. M. Montierth, D. R. DeMario, M. J. Kurth and N. E. Schore, Tetrahedron, 1998, 54, 11741.
    • (1960) J. Org. Chem. , vol.25 , pp. 1275
    • Hay, A.S.1
  • 12
    • 33947476790 scopus 로고
    • A. S. Hay, J. Org. Chem., 1960, 25, 1275 and; A. S. Hay, J. Org. Chem., 1962, 27, 3320. See also; J. M. Montierth, D. R. DeMario, M. J. Kurth and N. E. Schore, Tetrahedron, 1998, 54, 11741.
    • (1962) J. Org. Chem. , vol.27 , pp. 3320
    • Hay, A.S.1
  • 16
    • 4243542678 scopus 로고    scopus 로고
    • See for reviews (a) A. Rajca, Chem. Rev., 1994, 94, 871; (b) H. Iwamura, Adv. Phys. Org. Chem., 1990, 26, 179; (c) Magnetic Properties of Organic Materials, ed. P. M. Lahti, Marcel Dekker, New York, 1999.
    • (1994) Chem. Rev. , vol.94 , pp. 871
    • Rajca, A.1
  • 17
    • 77956746499 scopus 로고
    • See for reviews (a) A. Rajca, Chem. Rev., 1994, 94, 871; (b) H. Iwamura, Adv. Phys. Org. Chem., 1990, 26, 179; (c) Magnetic Properties of Organic Materials, ed. P. M. Lahti, Marcel Dekker, New York, 1999.
    • (1990) Adv. Phys. Org. Chem. , vol.26 , pp. 179
    • Iwamura, H.1
  • 19
    • 0004236045 scopus 로고
    • VCH Publishers, Inc., Weinheim
    • (a) O. Kahn, Molecular Magnetism, VCH Publishers, Inc., Weinheim, 1993;
    • (1993) Molecular Magnetism
    • Kahn, O.1
  • 29
    • 0001151072 scopus 로고
    • See for reviews of the EPR spectra of triplet carbones: (a) W. Sander, G. Bucher and S. Wierlacher, Chem. Rev., 1993, 93, 1583; (b) A. M. Trozzolo and E. Wasserman, in Carbenes, ed. M. Jones, Jr. and R. A. Moss, New York, 1975, vol. 2, pp 185-206; (c) H. Tomioka, in Advances in Strained and Interesting Organic Molecules, ed. B. Halton, JAI Press, Greenwich, CT, 2000, vol. 8, pp. 83-112.
    • (1993) Chem. Rev. , vol.93 , pp. 1583
    • Sander, W.1    Bucher, G.2    Wierlacher, S.3
  • 30
    • 0001328124 scopus 로고
    • ed. M. Jones, Jr. and R. A. Moss, New York
    • See for reviews of the EPR spectra of triplet carbones: (a) W. Sander, G. Bucher and S. Wierlacher, Chem. Rev., 1993, 93, 1583; (b) A. M. Trozzolo and E. Wasserman, in Carbenes, ed. M. Jones, Jr. and R. A. Moss, New York, 1975, vol. 2, pp 185-206; (c) H. Tomioka, in Advances in Strained and Interesting Organic Molecules, ed. B. Halton, JAI Press, Greenwich, CT, 2000, vol. 8, pp. 83-112.
    • (1975) Carbenes , vol.2 , pp. 185-206
    • Trozzolo, A.M.1    Wasserman, E.2
  • 31
    • 0002432739 scopus 로고    scopus 로고
    • ed. B. Halton, JAI Press, Greenwich, CT
    • See for reviews of the EPR spectra of triplet carbones: (a) W. Sander, G. Bucher and S. Wierlacher, Chem. Rev., 1993, 93, 1583; (b) A. M. Trozzolo and E. Wasserman, in Carbenes, ed. M. Jones, Jr. and R. A. Moss, New York, 1975, vol. 2, pp 185-206; (c) H. Tomioka, in Advances in Strained and Interesting Organic Molecules, ed. B. Halton, JAI Press, Greenwich, CT, 2000, vol. 8, pp. 83-112.
    • (2000) Advances in Strained and Interesting Organic Molecules , vol.8 , pp. 83-112
    • Tomioka, H.1
  • 32
    • 14244258063 scopus 로고
    • Thesis, Osaka City University, Osaka, Japan
    • (a) Y. Teki, Thesis, Osaka City University, Osaka, Japan, 1985;
    • (1985)
    • Teki, Y.1
  • 40
    • 36549102432 scopus 로고
    • It is to be noted here that, in the photolysis of polydiazo compounds in 2-MTHF matrix at low temperatures, photo-de-diazoniation processes are sensitive to experimental conditions such as wavelength and intensities of the light and concentration of the precursor. See (a) Y. Teki, T. Takui, H. Yagi, K. Katoh and H. Iwamura, J. Chem. Phys., 1985, 83, 539; (b) K. Matsuda, N. Nakamura, K. Inoue, N. Koga and H. Iwamura, Bull. Chem. Soc. Jpn., 1996, 69, 1483; (c) N. Nakamura, K. Inoue and H. Iwamura, Angew. Chem., Int. Ed. Engl., 1993, 32, 872; (d) T. Sugawara, M. Inada and H. Iwamura, Tetrahedron Lett., 1983, 24, 1723.
    • (1985) J. Chem. Phys. , vol.83 , pp. 539
    • Teki, Y.1    Takui, T.2    Yagi, H.3    Katoh, K.4    Iwamura, H.5
  • 41
    • 0001242727 scopus 로고    scopus 로고
    • It is to be noted here that, in the photolysis of polydiazo compounds in 2-MTHF matrix at low temperatures, photo-de-diazoniation processes are sensitive to experimental conditions such as wavelength and intensities of the light and concentration of the precursor. See (a) Y. Teki, T. Takui, H. Yagi, K. Katoh and H. Iwamura, J. Chem. Phys., 1985, 83, 539; (b) K. Matsuda, N. Nakamura, K. Inoue, N. Koga and H. Iwamura, Bull. Chem. Soc. Jpn., 1996, 69, 1483; (c) N. Nakamura, K. Inoue and H. Iwamura, Angew. Chem., Int. Ed. Engl., 1993, 32, 872; (d) T. Sugawara, M. Inada and H. Iwamura, Tetrahedron Lett., 1983, 24, 1723.
    • (1996) Bull. Chem. Soc. Jpn. , vol.69 , pp. 1483
    • Matsuda, K.1    Nakamura, N.2    Inoue, K.3    Koga, N.4    Iwamura, H.5
  • 42
    • 33750260429 scopus 로고
    • It is to be noted here that, in the photolysis of polydiazo compounds in 2-MTHF matrix at low temperatures, photo-de-diazoniation processes are sensitive to experimental conditions such as wavelength and intensities of the light and concentration of the precursor. See (a) Y. Teki, T. Takui, H. Yagi, K. Katoh and H. Iwamura, J. Chem. Phys., 1985, 83, 539; (b) K. Matsuda, N. Nakamura, K. Inoue, N. Koga and H. Iwamura, Bull. Chem. Soc. Jpn., 1996, 69, 1483; (c) N. Nakamura, K. Inoue and H. Iwamura, Angew. Chem., Int. Ed. Engl., 1993, 32, 872; (d) T. Sugawara, M. Inada and H. Iwamura, Tetrahedron Lett., 1983, 24, 1723.
    • (1993) Angew. Chem., Int. Ed. Engl. , vol.32 , pp. 872
    • Nakamura, N.1    Inoue, K.2    Iwamura, H.3
  • 43
    • 0347601158 scopus 로고
    • It is to be noted here that, in the photolysis of polydiazo compounds in 2-MTHF matrix at low temperatures, photo-de-diazoniation processes are sensitive to experimental conditions such as wavelength and intensities of the light and concentration of the precursor. See (a) Y. Teki, T. Takui, H. Yagi, K. Katoh and H. Iwamura, J. Chem. Phys., 1985, 83, 539; (b) K. Matsuda, N. Nakamura, K. Inoue, N. Koga and H. Iwamura, Bull. Chem. Soc. Jpn., 1996, 69, 1483; (c) N. Nakamura, K. Inoue and H. Iwamura, Angew. Chem., Int. Ed. Engl., 1993, 32, 872; (d) T. Sugawara, M. Inada and H. Iwamura, Tetrahedron Lett., 1983, 24, 1723.
    • (1983) Tetrahedron Lett. , vol.24 , pp. 1723
    • Sugawara, T.1    Inada, M.2    Iwamura, H.3
  • 47
    • 4344676562 scopus 로고
    • See for reviews (a) P. Zuev and R. S. Sheridan, Tetrahedron, 1995, 42, 1337; (b) A. Nicolaides and H. Tomioka, in Photochemistry of Organic Molecules in Isotropic and Anisotropic Media, ed. V. Ramamurthy and K. S. Schanze, Marcel Dekker, Inc., New York, 2003, pp. 133-184; (c) A. Nicolaides and H. Tomioka, J. Photosci., 2003, 10, 165.
    • (1995) Tetrahedron , vol.42 , pp. 1337
    • Zuev, P.1    Sheridan, R.S.2
  • 48
    • 2442520032 scopus 로고    scopus 로고
    • ed. V. Ramamurthy and K. S. Schanze, Marcel Dekker, Inc., New York
    • See for reviews (a) P. Zuev and R. S. Sheridan, Tetrahedron, 1995, 42, 1337; (b) A. Nicolaides and H. Tomioka, in Photochemistry of Organic Molecules in Isotropic and Anisotropic Media, ed. V. Ramamurthy and K. S. Schanze, Marcel Dekker, Inc., New York, 2003, pp. 133-184; (c) A. Nicolaides and H. Tomioka, J. Photosci., 2003, 10, 165.
    • (2003) Photochemistry of Organic Molecules in Isotropic and Anisotropic Media , pp. 133-184
    • Nicolaides, A.1    Tomioka, H.2
  • 49
    • 4344608571 scopus 로고    scopus 로고
    • See for reviews (a) P. Zuev and R. S. Sheridan, Tetrahedron, 1995, 42, 1337; (b) A. Nicolaides and H. Tomioka, in Photochemistry of Organic Molecules in Isotropic and Anisotropic Media, ed. V. Ramamurthy and K. S. Schanze, Marcel Dekker, Inc., New York, 2003, pp. 133-184; (c) A. Nicolaides and H. Tomioka, J. Photosci., 2003, 10, 165.
    • (2003) J. Photosci. , vol.10 , pp. 165
    • Nicolaides, A.1    Tomioka, H.2
  • 50
    • 0942295580 scopus 로고    scopus 로고
    • ed. U. Bertrand, FontisMedia, Lausanne
    • N. Koga and H. Iwamura, in Carbene Chemistry, ed. U. Bertrand, FontisMedia, Lausanne, 2002, pp. 271-296.
    • (2002) Carbene Chemistry , pp. 271-296
    • Koga, N.1    Iwamura, H.2
  • 61
    • 0030880565 scopus 로고    scopus 로고
    • and ref. 15
    • The role of bridging heteroatoms such as oxygen, sulfur, sulfoxide, sulfone and thisxanthene in effecting the magnetic coupling between two triplet phenylcarbene centers has been investigated. See K. Matsuda, T. Yamagata, T. Seta, H. Iwamura and K. Hori, J. Am. Chem. Soc., 1997, 119, 8057, and ref. 15.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 8057
    • Matsuda, K.1    Yamagata, T.2    Seta, T.3    Iwamura, H.4    Hori, K.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.