The influence of intramolecular dynamics on branching ratios in thermal rearrangements

…, RJ Simon, BK Carpenter

Index: Newmann-Evans, Richard H.; Simon, Reyna J.; Carpenter, B. K. Journal of Organic Chemistry, 1990 , vol. 55, # 2 p. 695 - 711

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Citation Number: 83

Abstract

The rearrangement of 2-phenylbicyclo [2.1. l] hexene (6) was more complex. The major product was shown to be l-phenylbicyclo [3.1. 0] hex-2-ene (7) by the presence of two vinyl hydrogens in the IH NMR, one appearing as a doublet and the other as a doublet of multiplets. This compound was not stable to the reaction conditions, however, and slowly rearranged to 3-phenylbicyclo-[3.1. 0] hex-2-ene (5), identified by comparison with the ...