Split personality of lithium chloride : recent salt effects in organometallic recipes

Hevia, Eva and Mulvey, Robert E. (2011) Split personality of lithium chloride : recent salt effects in organometallic recipes. Angewandte Chemie, 50 (29). pp. 6448-6450. ISSN 0044-8249 (https://doi.org/10.1002/anie.201102054)

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Abstract

Jekyll and Hyde: Pinches of LiCl can catalyze orthometalations of halogen-substituted arenes and addition reactions of unsaturated esters, mediated by lithium diisopropylamide. Larger salt portions can transform weak organometallic bases (e.g., Grignard reagents, zincates) into “turbo” reagents of high reactivity and functional group tolerance. But the presence of LiCl, especially as an overlooked metathesis by-product can be detrimental to other catalytic reactions.