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

被引:44
作者
Blair, Victoria L. [1 ]
Carrella, Luca M. [2 ]
Clegg, William [3 ]
Conway, Ben [1 ]
Harrington, Ross W. [3 ]
Hogg, Lorna M. [1 ]
Klett, Jan [1 ]
Mulvey, Robert E. [1 ]
Rentschler, Eva [2 ]
Russo, Luca [3 ]
机构
[1] Univ Strathclyde, Dept Pure & Appl Chem, WestCHEM, Glasgow G1 1XL, Lanark, Scotland
[2] Johannes Gutenberg Univ Mainz, Inst Anorgan Chem & Analyt Chem, D-55128 Mainz, Germany
[3] Univ Newcastle Upon Tyne, Sch Nat Sci Chem, Newcastle Upon Tyne NE1 7RU, Tyne & Wear, England
基金
英国工程与自然科学研究理事会;
关键词
alkali metals; inverse crown compounds; magnesium; manganese; metalation;
D O I
10.1002/anie.200801158
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(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.
引用
收藏
页码:6208 / 6211
页数:4
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