
Journal of the Chemical Society. Chemical communications p. 139 - 140 (1981)
Update date:2022-07-30
Topics:
Perkins, M. John
Turner, Eric S.
For the SH2 process R* + PhSeSePh -> PhSeR + PhSe*, k = ca. 5 * 107 l mol-1 s-1 at 80 deg C in benzene when R is primary alkyl; with 1-adamantyl radicals this SH2 displacement affords a route to 1-adamantyl phenyl selenide which, on oxidation and pyrolysis of the resultant selenoxide, gives adamantan-1-ol; in contrast the selenoxide from bicyclo<3.3.1>nonan-1-yl phenyl selenide decomposes via bicyclo<3.3.1>non-1-ene.
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