Lithium Cyano(dimethylphenylsilyl)cuprate

[75583-56-1] C9H11CuLiNSi (MW 231.79) InChI = 1S/C8H11Si.CN.Cu.Li/c1-9(2)8-6-4-3-5-7-8;1-2;;/h3-7H,1-2H3;;;/q;;-1;+1 InChIKey = ZDBAFMCAWBYEBB-UHFFFAOYSA-N (organometallic reagent for the silylcupration of enones, alkynes, and strained alkenes) Solubility: sol ether, THF from −78 to 25 °C. Preparative Method: the title reagent 1, as well as lithium cyano(trimethylsilyl)cuprate [81802-36-0], can be prepared from the corresponding silyllithium species and 1 equiv Copper(I) CyanideCopper(I) Cyanide in ether or THF at −78 to −5 °C;1, 2 the precursor Silyllithium 2 is generated by the reaction of Chlorodimethylphenylsilane with Lithium metal in THF or ether (eq 1). More detail for the preparation of this and related reagents may be found in Fleming, I. In Organocopper Reagents: A Practical Approach; Taylor, R. J. K. Ed.; OUP: Oxford, 1994; Chapter 12, pp 257–292. (1) Handling, Storage, and Precautions: thermally stable up to ambient temperatures; oxygen- and moisture-sensitive; use in a fume hood.

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