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4.4.9.1 Method 1: From a Triorganosilyl Anion Source and Zinc(II) Reagents

DOI: 10.1055/sos-SD-004-00255

Hemeon, I.; Singer, R. D.Science of Synthesis, (20024225.

The SiZn bond is easily formed via the reaction of a triorganosilyl anion with a zinc(II) salt. A selection of zinc salts have been used in the preparation of silylzinc reagents including zinc(II) chloride,[‌1‌,‌2‌] zinc(II) chlorideN,N,N,N-tetramethylethylenediamine complex,[‌3‌] zinc(II) acetate,[‌2‌] and zinc(II) iodide.[‌4‌] A number of sources for silyl anions have also been used in these preparations including triorganosilylpotassium,[‌1‌] tetrakis(triorganosilyl)aluminates,[‌2‌] triorganosilylmagnesium halides,[‌3‌] and, most commonly, triorganosilyllithium reagents (see Section 4.4.11).[‌3‌‌5‌] Bis(triorganosilyl)zinc reagents 1 have seen limited use in synthesis, but are quite easily prepared via a 2:1 admixture of a silyl anion and a zinc(II) salt (Scheme 1). The more common tris(triorganosilyl)zincate species are easily prepared by a similar 3:1 admixture of a silyl anion and a zinc(II) salt in an appropriate solvent.[‌6‌]

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