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Tuning the Basicity of Synergic Bimetallic Reagents: Switching the Regioselectivity of the Direct Dimetalation of Toluene from 2,5‐ to 3,5‐Positions
Author(s) -
Blair Victoria L.,
Carrella Luca M.,
Clegg William,
Conway Ben,
Harrington Ross W.,
Hogg Lorna M.,
Klett Jan,
Mulvey Robert E.,
Rentschler Eva,
Russo Luca
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200801158
Subject(s) - toluene , regioselectivity , bimetallic strip , reagent , chemistry , chemical engineering , combinatorial chemistry , organic chemistry , catalysis , engineering
Meta – meta metalation : Remarkably, toluene can be directly dimanganated or dimagnesiated at the 3,5‐positions using bimetallic bases with active Me 3 SiCH 2 ligands (see scheme, blue). In contrast, n ‐butyl ligands lead to 2,5‐metalation (red). tmp=2,2,6,6‐tetramethylpiperidide.