Face selectivity in electrophilic additions to methylenenorsnoutanes: relative importance of through-space, through-bond and electrostatic interactions

Mehta, Goverdhan ; Ravikrishna, Chebolu ; Mehta, Goverdhan ; Ravikrishna, Chebolu ; Gadre, Shridhar R. ; Suresh, C. H. ; Kalyanaraman, P. ; Chandrasekhar, Jayaraman (1998) Face selectivity in electrophilic additions to methylenenorsnoutanes: relative importance of through-space, through-bond and electrostatic interactions Chemical Communications (9). pp. 975-976. ISSN 13597345

Full text not available from this repository.

Official URL: http://doi.org/10.1039/A802089B

Related URL: http://dx.doi.org/10.1039/A802089B

Abstract

4-Substituted 9-methylenenorsnoutanes undergo a variety of electrophilic additions with a small but consistent syn preference; ab initio MESP maps indicate that electrostatic factors and through-space interaction between the double bond and cyclopropane Walsh orbitals are unimportant in determining the face selectivity, while AM1 transition state energetics suggest that the observed preferences are determined primarily by through-bond interactions.

Item Type:Article
ID Code:127657
Deposited On:13 Oct 2022 10:58
Last Modified:13 Oct 2022 10:58

Repository Staff Only: item control page