Catalytic Dehydrogenative Stannylation of C(sp)–H Bonds Involving Cooperative Sn–H Bond Activation of Hydrostannanes
journal contributionposted on 17.01.2018, 00:00 by Francis Forster, Victoria M. Rendón López, Martin Oestreich
The catalytic generation of a stannylium-ion-like tin electrophile by heterolytic cleavage of the Sn–H bond in hydrostannanes at the Ru–S bond of Ohki–Tatsumi complexes is reported. Reacting these activated hydrostannanes with terminal acetylenes does not lead to hydrostannylation of the C–C triple bond but to dehydrogenative stannylation of the alkyne terminus. The scope of this rare direct C(sp)–H bond stannylation with hydrostannanes is broad, and a mechanism involving a β-tin-stabilized vinyl cation likely having a bridged structure is presented.