Duality of mechanism in photoracemization of optically active biphenyl. Mechanistic and exploratory organic photochemistry. LXV

HE Zimmerman, DS Crumrine

Index: Zimmerman,H.E.; Crumrine,D.S. Journal of the American Chemical Society, 1972 , vol. 94, # 2 p. 498 - 506

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Citation Number: 18

Abstract

Abstract: Optically active 2, 2'-dimethyL6, 6 '-diethylbiphenyI was synthesized. This molecule was found to be exceptionally stable to thermal racemization with half-lives of 283 and 25 hr at temperatures of 345 and 380, respectively. The Arrhenius activation energy found was 56 kcal/mol. This biphenyl was found to racemize photochemically with a quantum yield of 0.001 5. Accompanying the photoracemization there was observed an isomerization ...