An alternative route to allylgermanes by the palladium-catalyzed reaction of germylsilanes with allylic halides
摘要:
Pd(dba)(2) (bis(dibenzylideneacetone)palladium complex) effectively catalyzes the reaction of (dimethylphenylgermyl)trimethylsilane with 2-alkenyl halides to bring about metal-, regio- and stereoselective metathesis resulting in the formation of 2-alkenylphenylgermanes with good yields. On the other hand, the reaction of (chlorodimethylgermyl)trimethylsilane with 2-alkenyl halides is effected by a palladium-phosphine complex to give 2-alkenylchlorogermanes selectively. Germylation of 3,4-dichloro-1-butene with (dimethylphenylgermyl)trimethylsilane forms 1,4-bis(dimethylphenylgermyl)-2-butene with a high yield. (C) 1999 Elsevier Science S.A. All rights reserved.
(Triethylgermyl)tributylstannane reacts metal-selectively with allylic halides at room temperature (r.t.) in the presence of tris(dibenzylideneacetone)dipalladium, Pd2(dba)3CHCl3, to provide an alternative route to allylgermanes. (Dimethylphenylgermyl)tributylstannane regio- and stereoselectively reacts more readily with allylic halides than (triethylgermyl)tributylstannane affording the corresponding allylgermanes