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The Stabilization of Bridged Structures of Ethanes

✍ Scribed by Roald Hoffmann; J. E. Williams Jr.

Publisher
John Wiley and Sons
Year
1972
Tongue
German
Weight
414 KB
Volume
55
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The source of the instability of D~2__h__~, bridged, diborane type geometries of ethanes is traced to a single molecular orbital, b~2g~ or π* in symmetry. The energy of this orbital can be lowered, and the barrier to bridging accordingly decreased, by appropriately placed acceptor substituents. Low bridging barriers, relative to ethane, are predicted for cyclopentenyl cation, and cyano or nitro substituted ethanes.

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