ISSN:
0947-3440
Keywords:
SN2′ reaction
;
Stereochemistry
;
Calculations, ab initio
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Ab initio calculations of negatively charged symmetrical and unsymmetrical transition states of the SN2′ reaction indicate that due to electronic reasons and particularly Coulomb interactions the anti transition state is generally more stable than the syn transition state. The experimentally often observed syn preference results mainly from the interaction with a polar solvent and/or the gegenion, which gives rise to higher stabilization of the syn transition state than of the anti transition state.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199619961015
