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Volumn 71, Issue 5, 2006, Pages 1777-1783

A FMO-controlled reaction path in the benzil-benzilic acid rearrangement

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; NEGATIVE IONS; PROBABILITY DENSITY FUNCTION; PROTONS; REACTION KINETICS;

EID: 84962374571     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo051862r     Document Type: Article
Times cited : (27)

References (26)
  • 4
    • 0000314677 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon Press: Elmosford, NY
    • (d) Gill, G. B. In Comrehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Elmosford, NY, 1991; Vol. 3, p 821.
    • (1991) Comrehensive Organic Synthesis , vol.3 , pp. 821
    • Gill, G.B.1
  • 12
    • 0002780419 scopus 로고
    • de Mayo, P., Ed.; Wiley-Interscience: New York
    • (b) Pocker, Y. In Molecular Rearrangements; de Mayo, P., Ed.; Wiley-Interscience: New York, 1963; p 15.
    • (1963) Molecular Rearrangements , pp. 15
    • Pocker, Y.1
  • 22
    • 84962350387 scopus 로고    scopus 로고
    • note
    • - system by the use of the broken-symmetry natural orbital occupations. If the system is ionic, the occupation is either 2 or 0 in natural orbitals. If the system is the singlet biradical, noninteger occupations (e.g., 1.5 and 0.5) are brought about. As a result of the natural-orbital calculation, the occupation was confirmed to be completely 2 or 0, and the migration is of the ionic character.
  • 24
    • 84962395295 scopus 로고    scopus 로고
    • note
    • The following small CT interaction contributes slightly to the carbanion shift. The antisymmetric CT interaction is substantiated by the shape of HOMO of TS shown in Figure S4(b) (Supporting Information).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.