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  • Cross-couplings between benzylic and aryl halides "on water": synthesis of diarylmethanes.

Cross-couplings between benzylic and aryl halides "on water": synthesis of diarylmethanes.

Chemical communications (Cambridge, England) (2010-01-12)
Christophe Duplais, Arkady Krasovskiy, Alina Wattenberg, Bruce H Lipshutz
ABSTRACT

A remarkably simple entry to unsymmetrical diarylmethanes has been developed that relies on an in situ organozinc-mediated, palladium-catalyzed cross-coupling. Thus, by mixing a benzyl and aryl halide together in the presence of Zn metal and a Pd catalyst, diarylmethanes are formed at room temperature without assistance by a surfactant; hence, "on water".

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
3-Methoxybenzyl chloride, 97%
Sigma-Aldrich
Ethyl 4-bromobenzoate, 98%