Concerted rearrangement versus heterolytic cleavage in anionic [2,3]- and [3,3]-sigmatropic shifts. A DFT study of relationships among anion stabilities, mechanisms, and rates

Journal of Organic Chemistry

Volumn 68, Issue 6, 2003, Pages 2310-2316

  Haeffner, Fredrik ^a   Houk, K N ^b   Schulze, Suzanne M ^c   Lee, Jeehiun K ^c  

^a ALBANOVA UNIVERSITY CENTER   (Sweden)

^b UNIVERSITY OF CALIFORNIA   (United States)

^c RUTGERS UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; DISSOCIATION; PROBABILITY DENSITY FUNCTION; SUBSTITUTION REACTIONS;

WITTIG REARRANGEMENTS;

NEGATIVE IONS;

3 AMINO 1,5 HEXADIENE; 3 FORMAMIDYL 1,5 HEXADIENE; 3 HYDROXY 1,5 HEXADIENE; 3 METHYL 1,5 HEXADIENE; 3 THIOHYDROXY 1,5 HEXADIENE; ALKADIENE; ALKENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CALCULATION; CHEMICAL ANALYSIS; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; COPE REARRANGEMENT; DEGRADATION; DISSOCIATION; ENERGY; MOLECULAR STABILITY; REACTION ANALYSIS; WITTIG REARRANGEMENT;

EID: 0037459754     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0268761     Document Type: Article

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