Photochemical transformations. 35. Stereochemistry of electron transfer from photoexcited aromatic rings to carbon-chlorine bonds. Syn stereochemistry of migration …

SJ Cristol, DG Seapy, EO Aeling

Index: Cristol; Seapy; Aeling Journal of the American Chemical Society, 1983 , vol. 105, # 25 p. 7337 - 7345

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Citation Number: 11

Abstract

Abstract: Studies have been conducted on the ground-state and excited-state solvolyses of the isomeric 7, 8-dichloro derivatives of benzonaphthobicyclo [2.2. 2] octadiene and benzoveratrobicyclo [2.2. 2] octadiene. The silver ion assisted ground-state reactions proceed, as anticipated, with clean anti stereochemistry (inversion at the migration terminus) reflected in the Wagner-Meerwein rearranged solvolysis products. Unlike the previously ...