The Journal of Organic Chemistry

Regioselectivity and stereoselectivity in the photodimerization of rigid and semirigid stilbenes

T Wolff, F Schmidt, P Volz

Index: Wolff, Thomas; Schmidt, Friedrich; Volz, Peter Journal of Organic Chemistry, 1992 , vol. 57, # 15 p. 4255 - 4262

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Citation Number: 15

Abstract

The (2~+ 2? r)-photodimerizations of 2-phenylindene (l), 2-(4-methoxyphenyl) indene (9), and 5, lO-dihydroindeno [2, 1-a] indene (2) were investigated in a variety of homogeneous and micellar solvents. Four isomeric photodimem were formed from 1 and 9 syn-head-to-tail, syn-head-to-head, anti-head-btail, and anti-head-bhead. Relative yields of these as well as syn/anti-and head-to-tail (ht)/head-to-head (hh) ratios were determined in various solvents ...