R. Fish
Sep 1, 1972
Citations
0
Influential Citations
9
Citations
Journal
Journal of Organometallic Chemistry
Abstract
Abstract The hydrostannation of 2-vinyl-4,4,6-trimethyl-1,3,2-dioxaborinane (VTDB) with trimethyl-, triethyl-, tripropyl-, tributyl-, and triphenyltin hydrides has been studied. The hydrostannation reactions, in all the cases studied, provided adducts with the organotin moiety at the β-carbon position; there was no indication of adducts with the organotin moiety at the α-carbon position. The reaction rate of tributyltin hydride with VTDB was accelerated by azobis(isobutyronitrile) (AIBN), retarded by galvinoxyl radical, and unaffected by change in solvent polarity. These observations confirm a free radical process for the hydrostannation of VTDB with triorganotin hydrides.