Journal of the American Chemical Society

Radical rearrangements in the pyrolysis of allyldisilanes

TJ Barton, SA Jacobi

Index: Barton, Thomas J.; Jacobi, Stephanie A. Journal of the American Chemical Society, 1980 , vol. 102, # 27 p. 7979 - 7981

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Citation Number: 21

Abstract

6 5 yield. A rationalization for this extraordinary behavior was that we were observing an unprecedented homoretroene (HRE) elimination of propene, where one of the silicon atoms was bypassed to achieve the six-electron process (Scheme I). The resulting disilacyclopropane, 3, 8 could now undergo the initially desired homolysis of the strained Si- Si bond, cyclize, and ring expand to the five-membered ring. Ample precedent for such a ...