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

✍ Scribed by Jean-Marie Lehn; Georges Wipff; Jean Demuynck

Book ID
102252286
Publisher
John Wiley and Sons
Year
1977
Tongue
German
Weight
494 KB
Volume
60
Category
Article
ISSN
0018-019X

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✦ Synopsis

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.

📜 SIMILAR VOLUMES

Stereoelectronic Properties of Tetrahedr
Stereoelectronic Properties of Tetrahedral Species derived from Carbonyl Groups. Ab initio study of the hydroxymethanes
✍ Jean-Marie Lehn; Georges Wipff; Hans-Beat Bürgi 📂 Article 📅 1974 🏛 John Wiley and Sons 🌐 German ⚖ 263 KB

## Abstract Analysis of the electronic structure of the hydroxymethanes provides a consistent picture of stereoelectronic effects in such molecules: The average CO bond length decreases in the series methanol, methanediol, methanetriol. An oxygen (O′) lone pair, which is __trans__‐anti‐periplanar