Tuning the Basicity of Synergic Bimetallic Reagents: Switching the Regioselectivity of the Direct Dimetalation of Toluene from 2,5‐ to 3,5‐Positions | Zendy

Blair Victoria L. | Zendy; Carrella Luca M. | Zendy; Clegg William | Zendy; Conway Ben | Zendy; Harrington Ross W. | Zendy; Hogg Lorna M. | Zendy; Klett Jan | Zendy; Mulvey Robert E. | Zendy; Rentschler Eva | Zendy; Russo Luca | Zendy

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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.

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