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Volumn 113, Issue 2, 2009, Pages 381-387

Quantum mechanical study of the photoisomerizations of bicyclo[4,1,0]hept- 2-ene (2-norcarene)

Author keywords

[No Author keywords available]

Indexed keywords

CROSSINGS (PIPE AND CABLE); INTERSECTIONS; MECHANISMS; PHOTOISOMERIZATION; PHOTOREACTIVITY; PROPANE;

EID: 62149135276     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp803365u     Document Type: Article
Times cited : (1)

References (24)
  • 2
    • 19944386341 scopus 로고
    • Padwa, A, Ed, Marcel Dekker: New York
    • (b) Hixson, S. S. Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1979; Vol. 4, pp 218-260.
    • (1979) Organic Photochemistry , vol.4 , pp. 218-260
    • Hixson, S.S.1
  • 12
    • 62149141822 scopus 로고    scopus 로고
    • For instance, as pointed out by the same authors, according to deuterium-labeling studies, the dominant photoproduct, cis-1,3,6-heptatriene, is formed via formal electrocyclic [2π, 2ω, 2σ] ring opening of the bicyclo[4,1,0]hept-2-ene ring system in a manner analogous to the 1,3-cyclohexadiene/Ixsx,3,5-hexatriene interconversion; see ref 6
    • For instance, as pointed out by the same authors, according to deuterium-labeling studies, the dominant photoproduct, cis-1,3,6-heptatriene, is formed via formal electrocyclic [2π + 2ω + 2σ] ring opening of the bicyclo[4,1,0]hept-2-ene ring system in a manner analogous to the 1,3-cyclohexadiene/Ixsx,3,5-hexatriene interconversion; see ref 6.
  • 19
    • 62149126720 scopus 로고    scopus 로고
    • Frisch, M. J, Trucks, G. W, Schlegel, H. B, Scuseria, G. E, Robb, M. A, Cheeseman, J. R, Montgomery J. A, Jr, Vreven, T, Kudin, K. N, Burant, J. C, Millam, J. M, Iyengar, S. S, Tomasi, J, Barone, V, Mennucci, B, Cossi, M, Scalmani, G, Rega, N, Petersson, G. A, Nakatsuji, H, Hada, M, Ehara, M, Toyota, K, Fukuda, R, Hasegawa, J, Ishida, M, Nakajima, T, Honda, Y, Kitao, O, Nakai, H, Klene, M, Li, X, Knox, J. E, Hratchian, H. P, Cross, J. B, Bakken, V, Adamo, C, Jaramillo, J, Gomperts, R, Stratmann, R. E, Yazyev, O, Austin, A. J, Cammi, R, Pomelli, C, Ochterski, J. W, Ayala, P. Y, Morokuma, K, Voth, G. A, Salvador, P, Dannenberg, J. J, Zakrzewski, V. G, Dapprich, S, Daniels, A. D, Strain, M. C, Farkas, O, Malick, D. K, Rabuck, A. D, Raghavachari, K, Foresman, J. B, Ortiz, J. V, Cui, Q, Baboul, A. G, Clifford, S, Cioslowski, J, Stefanov, B. B, Liu, G, Liashenko, A, Piskorz, P, Komaromi, I, Martin, R. L, Fox, D. J, Keith
    • Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03; Gaussian, Inc.: Wallingford, CT, 2004.
  • 24
    • 0003620473 scopus 로고
    • Because the excited electron occupies the antibonding orbital, this can make a longer bond distance. Also see:, Academic Press: New York
    • Because the excited electron occupies the antibonding orbital, this can make a longer bond distance. Also see: Jorgensen, W. L.; Salem, L. The Organic Chemist's Book of Orbitals; Academic Press: New York, 1973.
    • (1973) The Organic Chemist's Book of Orbitals
    • Jorgensen, W.L.1    Salem, L.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.