Ab initio computational study of the allenyl cope rearrangement of syn- 7-allenylnorbornene

Journal of the American Chemical Society

Volumn 121, Issue 51, 1999, Pages 12029-12034

  Duncan, James A ^a   Azar, Joseph K ^a   Beathe, J Callan ^a   Kennedy, Scott R ^a   Wulf, Carolyn M ^a  

^a LEWIS AND CLARK COLLEGE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

NORBORNENE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CONFORMATION; CONFORMATIONAL TRANSITION; ENTHALPY; STEREOCHEMISTRY;

EID: 0033616116     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja991838t     Document Type: Article

References (26)

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20. Modeling the unsubstituted 10→11 case is less expensive computationally than modeling the dimethyl-substituted 7→8 + 9 case. Moreover, the methyl groups in 7 may serve primarily as stereochemical markers, having little, if any, influence on the mechanism of the rearrangement.
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25. 11 but it is also clearly the direction which results in less framework distortion.
26. A full set of complete active space molecular orbitals for transition structures 13, 15, and 17 are included with Supporting Information.