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

V.L. Blair; L.M. Carrella; W. Clegg; B. Conway; R.W. Harrington; L.M. Hogg; J. Klett; R.E. Mulvey; Eva Rentschler; Luca Russo

doi:10.1002/anie.200801158

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

V.L. Blair, L.M. Carrella, W. Clegg, B. Conway, R.W. Harrington, L.M. Hogg, J. Klett, R.E. Mulvey, Eva Rentschler, Luca Russo

Pure And Applied Chemistry

Research output: Contribution to journal › Article › peer-review

52 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	6208-6211
Number of pages	4
Journal	Angewandte Chemie
Volume	47
Issue number	33
DOIs	https://doi.org/10.1002/anie.200801158
Publication status	Published - 4 Aug 2008

Keywords

alkali metals
inverse crown compounds
magnesium
manganese
metalation

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10.1002/anie.200801158

"INVERSE" COORDINATION: A NEW DESIGN CONCEPT IN SUPRAMOLECULAR INORGANIC CHEMISTRY
Mulvey, R. (Principal Investigator)
EPSRC (Engineering and Physical Sciences Research Council)
1/10/06 → 31/03/10
Project: Research
Mixed-Metal Molecular Synergy and its Application in Inverse Crown Chemistry
Mulvey, R. (Principal Investigator)
EPSRC (Engineering and Physical Sciences Research Council)
1/01/05 → 31/01/09
Project: Research

Cite this

Blair, V. L., Carrella, L. M., Clegg, W., Conway, B., Harrington, R. W., Hogg, L. M., Klett, J., Mulvey, R. E., Rentschler, E., & 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, 47(33), 6208-6211. https://doi.org/10.1002/anie.200801158

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abstract = "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.",

keywords = "alkali metals, inverse crown compounds, magnesium, manganese, metalation",

author = "V.L. Blair and L.M. Carrella and W. Clegg and B. Conway and R.W. Harrington and L.M. Hogg and J. Klett and R.E. Mulvey and Eva Rentschler and Luca Russo",

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T1 - Tuning the basicity of synergic bimetallic reagents

T2 - switching the regioselectivity of the direct dimetalation of toluene from 2,5-to 3,5-positions

AU - Blair, V.L.

AU - Carrella, L.M.

AU - Clegg, W.

AU - Conway, B.

AU - Harrington, R.W.

AU - Hogg, L.M.

AU - Klett, J.

AU - Mulvey, R.E.

AU - Rentschler, Eva

AU - Russo, Luca

PY - 2008/8/4

Y1 - 2008/8/4

N2 - 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.

AB - 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.

KW - alkali metals

KW - inverse crown compounds

KW - magnesium

KW - manganese

KW - metalation

U2 - 10.1002/anie.200801158

DO - 10.1002/anie.200801158

M3 - Article

SN - 0044-8249

VL - 47

SP - 6208

EP - 6211

JO - Angewandte Chemie

JF - Angewandte Chemie

IS - 33

ER -

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

Abstract

Keywords

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Projects

"INVERSE" COORDINATION: A NEW DESIGN CONCEPT IN SUPRAMOLECULAR INORGANIC CHEMISTRY

Mixed-Metal Molecular Synergy and its Application in Inverse Crown Chemistry

Cite this