Tetryl-Tetrylene Addition to Phenylacetylene.

ABSTRACT: Phenylacetylene adds [Ar*GeH₂ -SnAr'], [Ar*GeH₂ -PbAr'] and [Ar'SnH₂ -PbAr*] at rt in a regioselective and stereoselective reaction. The highest reactivity was found for the stannylene, which reacts immediately upon addition of one equivalent of alkyne. However, the plumbylenes exhibit addition to the alkyne only in reaction with an excess of phenylacetylene. The product of the germylplumbylene addition reacts with a second equivalent of alkyne and the product of a CH-activation, a dimeric lead acetylide, were isolated. In the case of the stannylplumbylene the trans-addition product was characterized as the kinetically controlled product which isomerizes at rt to yield the cis-addition product, which is stabilized by an intramolecular Sn-H-Pb interaction. N

SUBMITTER: Maudrich JJ 

PROVIDER: S-EPMC7986144 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature