Stereoelectronic Properties, Stereospecificity and Stabilization of α‐Seleno Carbanions. An ab initio Study

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review

73 Scopus Citations
View graph of relations

Author(s)

Detail(s)

Original languageEnglish
Pages (from-to)1239-1246
Journal / PublicationHelvetica Chimica Acta
Volume60
Issue number4
Publication statusPublished - 1 Jun 1977
Externally publishedYes

Abstract

An ab initio study of α‐seleno carbanions show that they are subject to appreciable polarization and stereoelectronic effects. Like in α‐thia carbanions, the equatorial e forms are more stable than the axial a forms, one of the stabilizing contributions being the conformation dependent (C‐lone pair, σ* SeZ) interaction. The carbanion stabilizing effect of the α‐Se atom is about 3 kcal/mol larger than that of the sulfur analog. As in the case of the sulfur no specific effect of the d orbitals is found. Copyright © 1977 Verlag GmbH & Co. KGaA, Weinheim

Bibliographic Note

Publication details (e.g. title, author(s), publication statuses and dates) are captured on an “AS IS” and “AS AVAILABLE” basis at the time of record harvesting from the data source. Suggestions for further amendments or supplementary information can be sent to [email protected].