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  • Synthesis of 1,2-bis(trimethylsilyl)benzene derivatives from 1,2-dichlorobenzenes using a hybrid metal Mg/CuCl in the presence of LiCl in 1,3-dimethyl-2-imidazolidinone.

Synthesis of 1,2-bis(trimethylsilyl)benzene derivatives from 1,2-dichlorobenzenes using a hybrid metal Mg/CuCl in the presence of LiCl in 1,3-dimethyl-2-imidazolidinone.

The Journal of organic chemistry (2013-03-20)
Tsugio Kitamura, Keisuke Gondo, Toshimasa Katagiri
RÉSUMÉ

A practical and safe synthesis of 1,2-bis(trimethylsilyl)benzene from 1,2-dichlorobenzene and Me3SiCl was achieved by use of a hybrid metal of Mg and CuCl in the presence of LiCl in 1,3-dimethyl-2-imidazolidinone (DMI). This method does not require a toxic HMPA, provides a high yield of the product under mild conditions, and is also applied to synthesis of substituted 1,2-bis(trimethylsilyl)benzenes and poly(trimethylsilyl)benzenes.

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Sigma-Aldrich
1,3-Diméthyl-2-imidazolidinone, ≥99.0% (GC)
Sigma-Aldrich
1,3-Diméthyl-2-imidazolidinone, absolute, over molecular sieve (H2O ≤0.04%), ≥99.5% (GC)
Sigma-Aldrich
1,3-Diméthyl-2-imidazolidinone, reagent grade