Control of regiochemistry in photodimerization through micellar preorientational effect: 2-Substituted naphthalenes

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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.

Original languageEnglish
Pages (from-to)536-539
Number of pages4
JournalJournal of Organic Chemistry
Volume49
Issue number3
StatePublished - Dec 1 1984
Externally publishedYes

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ASJC Scopus subject areas

  • Organic Chemistry

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