Reversible and Irreversible Regioselective Alkyne Insertion into a Silyl-Substituted Stannylene.

ABSTRACT: A range of aryl- and alkyl- substituted alkynes has been shown to insert regio-selectively into the Sn─Si bond of the electron-rich aryl(silyl)stannylene, Ar^MesSnSi(SiMe₃)₃ (Ar^Mes = 2,6-Mes₂C₆H₃, Mes = 2,4,6-Me₃C₆H₂) to generate a series of vinyl-stannylene products. In all cases, the product features a syn arrangement of Sn and Si-containing groups about the resulting carbon-carbon double bond; in the case of unsymmetrical alkynes, the more sterically bulky group is exclusively incorporated in the 1-position (i.e., proximal to Sn). Remarkably, insertion is shown to occur reversibly in the cases of 3-hexyne and trimethylsilylacetylene. The thermodynamic parameters associated with t

SUBMITTER: Murray AJ 

PROVIDER: S-EPMC12351429 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature