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Volumn 112, Issue 23, 2008, Pages 5278-5285

Interplay of hydrogenation and dehydrogenation in isoindoline and indoline isomers: A density functional theory study

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE; BENZENE REFINING; COMPLEXATION; DEHYDROGENATION; HYDROGENATION; ISOMERS; PALLADIUM; PROBABILITY DENSITY FUNCTION;

EID: 53349097370     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp7121246     Document Type: Article
Times cited : (6)

References (53)
  • 5
    • 0003607021 scopus 로고
    • Sundberg, R. J, Ed, Pergamon: Oxford, U.K
    • Comprehensive Heterocyclic Chemistry; Sundberg, R. J., Ed.; Pergamon: Oxford, U.K., 1984; Vol. 4.
    • (1984) Comprehensive Heterocyclic Chemistry , vol.4
  • 17
    • 53349090214 scopus 로고    scopus 로고
    • Frisch, M. J, Trucks, G. W, Schlegel, H. B, Scuseria, G. E, Robb, M. A, Cheeseman, J. R, Zakrzewski, V. G, Montgomery, J. A, Stratmann, R. E, Burant, J. C, Dapprich, S, Millam, J. M, Daniels, A. D, Kudin. K. N, Strain, M. C, Farkas, O, Tomasi, J, Barone, V, Cossi, M, Cammi, R, Mennucci, B, Pomelli, C, Adamo, C, Clifford, S, Ochterski, J, Petersson, G. A, Ayala, P. Y, Cui, Q, Morokuma, K, Malick, D. K, Rabuck, A. D, Raghavachari, K, Foresman, J. B, Cioslowski, J, Ortiz, J. V, Stefanov, B. B, Liu, G, Liashenko, A, Piskorz, P, Komaromi, I, Gomperts, R, Martin, R. L, Fox, D. J, Keith, T, Al-Laham, M. A, Peng, C. Y, Nanayakkara, A, Gonzalez, C, Challacombe, M, Gill, P. M. W, Johnson, B. G, Chen, W, Wong, M. W, Andres, J. L, Head-Gordon, M, Replogle, E. S, Pople, J. A. Gaussian 98, revision A.9; Gaussian, Inc, Pittsburgh, PA, 1998
    • Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin. K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Gonzalez, C.; Challacombe, M.; Gill, P. M. W.; Johnson, B. G.; Chen, W.; Wong, M. W.; Andres, J. L.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98, revision A.9; Gaussian, Inc.: Pittsburgh, PA, 1998.
  • 30
    • 53349097620 scopus 로고    scopus 로고
    • We confirmed the accuracy of using the B3LYP/6-31G(d,p) theoretical level by also calculating the aromaticities of benzene and pyrrole; the values we obtained, 35.9 and 21.7 kcal/mol, respectively, agree well with those obtained experimentally (36 and 21 kcal/mol, respectively). For me experimental aromaticities of benzene and pyrrole, see: March, J. Advanced Organic Chemistry, 4th ed.; Wiley-Interscience: New York, 1992.
    • We confirmed the accuracy of using the B3LYP/6-31G(d,p) theoretical level by also calculating the aromaticities of benzene and pyrrole; the values we obtained, 35.9 and 21.7 kcal/mol, respectively, agree well with those obtained experimentally (36 and 21 kcal/mol, respectively). For me experimental aromaticities of benzene and pyrrole, see: March, J. Advanced Organic Chemistry, 4th ed.; Wiley-Interscience: New York, 1992.
  • 31
    • 6344255186 scopus 로고    scopus 로고
    • For a thorough collection of literature citations relevant to these catalytic reactions, see
    • For a thorough collection of literature citations relevant to these catalytic reactions, see: Diefenbach, A.; Bickelhaupt, F. M. J. Phys. Chem. A 2004, 108, 8460.
    • (2004) J. Phys. Chem. A , vol.108 , pp. 8460
    • Diefenbach, A.1    Bickelhaupt, F.M.2
  • 46
    • 53349151641 scopus 로고    scopus 로고
    • Similar to the isoindoline-Pd complex, the d2 species is one of several possible indoline-Pd complexes, for example, the Pd atom might also bind to its neighboring carbon or nitrogen atom. Those complexes are all possible precursors to the event of Pd inserting into die methylene C-H bond.
    • Similar to the isoindoline-Pd complex, the d2 species is one of several possible indoline-Pd complexes, for example, the Pd atom might also bind to its neighboring carbon or nitrogen atom. Those complexes are all possible precursors to the event of Pd inserting into die methylene C-H bond.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.