Reaction of an alkynyllithium reagent with boron trifluoride: the structure of a likely intermediate in alkynyl anion chemistry

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John E. Davies, Paul R. Raithby, Ronald Snaith and Andrew E. H. Wheatley


Abstract

Lithium phenylacetylide reacts with 1 equiv. of BF3·OEt2 in thf–toluene to yield both a thf adduct of tris(phenylacetylido)borane 2, which is probably the true intermediate in RC[triple bond, length as m-dash]CLi/BF3-promoted alkynyl anion chemistry, and LiBF4, products which are considered to form via sequential LiF elimination from previously proposed acetylidoborate intermediates; complex 2 is the first structurally characterised tris(alkynyl)borane and in the solid state it forms an unusual hydrogen-bonded dimer.


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