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The chlorine functionalized dialkynylsilane (4-  t  Bu-C 6 H 4 )(Cl)Si(C≡C-  t  Bu) 2  ( 3 ) reacted with equimolar quantities of H–Al  t  Bu 2  or H–Ga  t  Bu 2  by hydrometallation of a C≡C triple bond and formation of mixed alkenyl-alkynylsilanes ( 4  and  5 ) in which the Si and Lewis acidic metal atoms adopt geminal positions at the  α -C atoms of the alkenyl groups. Intramolecular M···Cl interactions (M=Al, Ga) afforded four-membered SiCMCl heterocycles which in comparison with  3  had significantly lengthened Si–Cl bonds. Dual hydrometallation of  3  was only observed for H–Ga  t  Bu 2 . One Ga atom of the product ( 6 ) was coordinated by the silicon-bound Cl atom, while the second one showed an interaction with the aromatic ring of the  tert -butyl-phenyl group. Treatment of the aluminium compound  4  with two equivalents of H–Ga  t  Bu 2  afforded a Si–H bond by Cl-H exchange and release of Cl–Al  t  Bu 2 . The resulting silane ( 7 ) has the Si atom and two Ga atoms bridged by the  α -C atoms of two vinyl groups. The specific functionality of  4  caused a remarkable reactivity. Phenyl isocyanate reacted by the formal insertion into the Al–C(vinyl) and the activated Si–Cl bonds and resulted in the formation of a C–C bond. The product ( 8 ) has a SiC 2 N heterocycle with an Si–N bond and exocyclic C=C and C=O double bonds. The keto group is coordinated to a Cl–Al  t  Bu 2  molecule, which was formed by the shift of the Cl atom from silicon to aluminium.

Hydroalumination and hydrogallation of an aryl-chloro-dialkynylsilane: Si–Cl bond activation by intramolecular Al–Cl and Ga–Cl interactions