Demonstration and analysis of bridging regioselectivity operative during di-. pi.-methane photorearrangement of ortho-substituted benzonorbornadienes and anti-7, 8- …

RA Snow, DM Cottrell, LA Paquette

Index: Snow,R.A. et al. Journal of the American Chemical Society, 1977 , vol. 99, p. 3734 - 3744

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Citation Number: 27

Abstract

Abstract: The triplet-state photoisomerizations of a number of ortho-substituted benzonorbornadienes and anti-7, 8-benzotri-cycl0 [4.2. 2.0~~~] deca-3, 7, 9-trienes are reported. All of the examples studied underwent di-r-methane rearrangement with preferential benzo-vinyl bridging to the adjacent aryl carbon. For the nitro-and acetylbenzonorbornadienyl cases, the rearrangement was regiospecific. When the ...

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