Alkynylstannanes Stille reactions

Finally, iodo-substituted (cyclobutadiene)Fe(CO)3 complexes can undergo palladium-catalyzed animations as well as Stille reactions using alkynylstannanes (Scheme 61). An iterative process allowed the diiron dumbbell complex to be prepared alternatively, tetraethynyl complexes could be prepared directly from the tetraiodo(cyclobutadiene)Fe(CO)3... 

Scheme 9.26 The Stille reaction between alkynylstannanes and suitable halogen derivatives to give internal acetylenes [195].

Alkynylstannanes react with copper(II) nitrate to give, via the alkynylcopper(II) derivatives, the corresponding 1,3-dialkynes108 and they show a high reactivity in Stille-type palladium-catalysed coupling reactions (Section 22.2).109... 

Some palladium-catalyzed reactions of organotins, such as carbostannylations, are not related to the Stille cross-coupling. The history of the transition-metal-cata-lyzed carbostarmylation [148] began with alkynylstannylation of alkynes catalyzed by a palladium-iminophosphine complex [149]. Thus, alkynylstannanes added to a carbon-carbon triple bond of various acetylenes, conjugated ynoates and propar-gyl amines and ethers in the presence of a catalytic amount of a palladium-iminophosphine complex [150]. The reaction also proceeded with arynes to afford ortho-substituted arylstannanes, which could further be converted into 1,2-substituted arenes via carbon-carbon bond-forming reactions [151]. 

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