TRANSITION-STATE HYPERCONJUGATION AS A CAUSE OF PI-FACIAL SELECTION IN CYCLOHEXANONES

Authors
COXON JM LUIBRAND RT
Citation
Jm. Coxon et Rt. Luibrand, TRANSITION-STATE HYPERCONJUGATION AS A CAUSE OF PI-FACIAL SELECTION IN CYCLOHEXANONES, Tetrahedron letters, 34(44), 1993, pp. 7097-7100
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
44
Year of publication
1993
Pages
7097 - 7100
Database
ISI
SICI code
0040-4039(1993)34:44<7097:THAACO>2.0.ZU;2-S
Abstract
Ab initio and semiempirical calculations of the transition states of c yclohexanone reduction by AlH3 show bond length changes and molecular orbitals consistent with hyperconjugative stabilisation. Both electron ic and torsional effects contribute to facial selection.