Metallation of sensitive fluoroarenes using a potassium TMP-zincate supported by a silyl(bis)amido ligand

Mastropierro, Pasquale and Kennedy, Alan R. and Hevia, Eva (2022) Metallation of sensitive fluoroarenes using a potassium TMP-zincate supported by a silyl(bis)amido ligand. Chemical Communications, 58 (34). pp. 5292-5295. ISSN 1359-7345 (https://doi.org/10.1039/d2cc00979j)

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Abstract

Combining a bulky bis(amide) and a reactive one-coordinate TMP (2,2,6,6-tetramethylpiperidide) ligand, a new mixed K/Zn heteroleptic base has been developed for regioselective zincation of fluoroarenes. This special ligand set allows for trapping and structural authentication of the first intermediates of direct Zn-H exchange of fluoroarenes obtained via deprotonative metallation, providing mechanistic insights of the processes involved.