Journal of Organometallic Chemistry p. 83 - 92 (1972)
Update date:2022-08-04
Topics:
Satge
Couret
Escudie
The addition of the germylphosphines R3GePR′2 to several ethylenic compounds is described. These reactions seem to proceed via a nucleophilic attack of phosphorous at the double bond, because only addition to unsaturated bonds that are activated by strongly electron-withdrawing groups is observed. When these germylphosphines react with vinyl and isopropenyl acetates, only cleavage of the acyl-oxygen bond is observed, with formation of vinyl- or isopropenyloxygermane and dialkylacetylphosphine. The germanotropic equilibrium isopropenyloxygermane ? germylacetone is strongly shifted to the formation of (trialkylgermyl)acetone. Cis addition to diethyl acetylenedicarboxylate leads to a single addition derivative. On the other hand, addition of Et3GePEt2 to phenylacetylene, which is a radical type process, leads to the four geometric isomers of the corresponding germylated vinylphosphine. A 1,1 insertion reaction of a new type is observed for Et3GePEt2 and phenyl isocyanide, with formation of C6H5NC(PEt2)GeEt3.
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Doi:10.1016/S0040-4039(97)00601-1
(1997)Doi:10.1021/jo00961a007
(1973)Doi:10.1016/S0968-0896(01)00282-6
(2002)Doi:10.1016/S0040-4020(01)99399-8
(1973)Doi:10.1016/S0040-4039(00)72429-4
(1973)Doi:10.1021/ic061591i
(2007)
