Tuning the basicity of synergic bimetallic reagents: Switching the regioselectivity of the direct dimetalation of toluene from 2,5- to 3,5-positions

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Abstract

(Chemical Equation Presented) Meta-meta metalation: Remarkably, toluene can be directly dimanganated or dimagnesiated at the 3,5-positions using bimetallic bases with active Me3SiCH2 ligands (see scheme, blue). In contrast, n-butyl ligands lead to 2,5-metalation (red). tmp = 2,2,6,6-tetramethylpiperidide. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

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Blair, V. L., Carrella, L. M., Clegg, W., Conway, B., Harrington, R. W., Hogg, L. M., … Russo, L. (2008). Tuning the basicity of synergic bimetallic reagents: Switching the regioselectivity of the direct dimetalation of toluene from 2,5- to 3,5-positions. Angewandte Chemie - International Edition, 47(33), 6208–6211. https://doi.org/10.1002/anie.200801158

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