[6 + 2] AND [4 + 2] CYCLOADDITION REACTION OF DIPHENYLKETENE AND CYCLOHEPTATRIENE

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Abstract:

The cycloaddition reaction of diphenylketene and cycloheptatriene is studied. The reaction proceeds via a highly asynchronous reaction path to the zwitterionic 6 as intermediate. Subsequent CC- bond formation yields 8, 8 diphenylbicyclo [4. 2. I] nona-2, 4-dien-7-one (1) and 7,7-diphenylbicycol [3.2.2] nona-2, 8-dien-ri-one (2) in a 1:1 ratio as formal [6+2] and [4+2] cycloaddition products

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Journal title

volume 4  issue 4

pages  -

publication date 1993-12-01

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