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Volumn 112, Issue 24, 2008, Pages 5411-5417

Addition of the carbonyl oxygen to the ipso- Or ortho-carbon atoms of the β-phenyl ring followed by intersystem crossing and rapid relaxation to the ground-state ketones: A mechanism for β-phenyl quenching of the first triplet excited states of derivatives of β-phenylpropiophenone

Author keywords

[No Author keywords available]

Indexed keywords

CARBONYLATION; CROSSINGS (PIPE AND CABLE); EXCITED STATES; GROUND STATE; KETONES; MECHANISMS; ORGANIC COMPOUNDS; OXYGEN;

EID: 53349144107     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp711266z     Document Type: Article
Times cited : (11)

References (23)
  • 11
  • 12
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    • Isaacs, N. S. Physical Organic Chemistry, 2nd ed.; Longman: Harlow, Essex, England, 1995; p 32.
    • Isaacs, N. S. Physical Organic Chemistry, 2nd ed.; Longman: Harlow, Essex, England, 1995; p 32.
  • 13
    • 53349166660 scopus 로고    scopus 로고
    • (a) The energies do not include a ZPE correction and refer to T = 0 K. (b) (b) The preference for the g1 π-complex conformer in β-donor-substituted derivatives is not unexpected. However, it is noted that the level of theory used is not likely to describe weak complexes well.
    • (a) (a) The energies do not include a ZPE correction and refer to T = 0 K. (b) (b) The preference for the g1 π-complex conformer in β-donor-substituted derivatives is not unexpected. However, it is noted that the level of theory used is not likely to describe weak complexes well.
  • 14
    • 53349174781 scopus 로고    scopus 로고
    • The single-point energy calculations for the singlet spin manifold were generally performed using the Gaussian keywords guess=mix,always, Nonzero values of S2, however, were only obtained for biradical-like geometries much beyond the transition structure
    • 2, however, were only obtained for biradical-like geometries much beyond the transition structure.
  • 15
    • 53349172612 scopus 로고    scopus 로고
    • 2) were summed up.
    • 2) were summed up.
  • 16
    • 34247210290 scopus 로고    scopus 로고
    • The fact that B3LYP tends to overestimate the stability of (n → π*) triplet states has been observed before. Muthukrishnan, S.; Mandel, S. M.; Hackett, J. C.; Singh, P. N. D.; Hadad, C. M.; Krause, J. A.; Gudmundsdóttir, A. D. J. Org. Chem. 2007, 72, 2757.
    • (a) The fact that B3LYP tends to overestimate the stability of (n → π*) triplet states has been observed before. Muthukrishnan, S.; Mandel, S. M.; Hackett, J. C.; Singh, P. N. D.; Hadad, C. M.; Krause, J. A.; Gudmundsdóttir, A. D. J. Org. Chem. 2007, 72, 2757.
  • 20
    • 53349152301 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, Keit
    • 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, revision C.02; Gaussian, Inc.: Wallingford, CT, 2004.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.