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Control of Regiochemistry in Photodimerization through Micellar Preorientational Effect: 2-Substituted Naphthalenes

Ramesh, V and Ramamurthy, V (1984) Control of Regiochemistry in Photodimerization through Micellar Preorientational Effect: 2-Substituted Naphthalenes. In: Journal of organic chemistry, 49 (3). pp. 536-539.

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo00177a029

Abstract

Photodimerization of 2-substituted naphthalenes in organic solvents has been well explored. In contrast to their behavior in organic solvents, in anionic and cationic micellar media enhanced reactivity and pronounced regioselectivity are observed. Reactivity enhancement in micellar media is attributed to the local concentration effect. Enhanced reactivity in CTAC and DTAC compared to CTAB micelles is attributed to the counterion effect, and the regioselective photodimerization observed in anionic and cationic micelles leading exclusively to the cis dimer or the products derived therefrom is rationalized on the basis of the preorientational effect of micelles.

Item Type: Journal Article
Publication: Journal of organic chemistry
Publisher: American Chemical Society
Additional Information: Copyright for this article belongs to American Chemical Society.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 13 Jan 2010 11:54
Last Modified: 19 Sep 2010 05:48
URI: http://eprints.iisc.ac.in/id/eprint/24045

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