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Stabilization of the Alleged 'Bishomoaromatic' Bicyclo[3.2.l]octa-2,6-dienyl Anion by Counterion Interactions and by Hyperconjugation

Rague Schleyer, Paul von and Kaufmann, Elmar and Kos, Alexander J and Mayr, Herbert and Chandrasekhard, Jayaraman (1986) Stabilization of the Alleged 'Bishomoaromatic' Bicyclo[3.2.l]octa-2,6-dienyl Anion by Counterion Interactions and by Hyperconjugation. In: Journal of the Chemical Society - Series Chemical Communications (21). 1583 -1585.

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Abstract

Hyperconjugation and inductive effects, rather than homoaromaticity, are responsible for the stabilization of the title anion in the gas phase; interaction of the double bond with the Li+ gegenion in the endo geometry contributes additionally in solution.

Item Type: Journal Article
Publication: Journal of the Chemical Society - Series Chemical Communications
Publisher: Royal Society Chemistry
Additional Information: Copyright of this article belongs to Royal Society Chemistry.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 04 Feb 2010 05:41
Last Modified: 19 Sep 2010 05:34
URI: http://eprints.iisc.ac.in/id/eprint/20776

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