Volume 90 Issue 25 | p. 32 | Concentrates
Issue Date: June 18, 2012

Zinc Dianion Drives Cross-Coupling

An organozinc dianion, not a monoanion as previously thought, is the active transmetalating reagent in popular organic reaction
Department: Science & Technology
News Channels: Materials SCENE
Keywords: Negishi, cross-coupling, organozinc, Nobel Prize

In a surprise finding, Canadian chemists have discovered that an organozinc dianion is the active transmetalating reagent in the Nobel Prize-winning Negishi cross-coupling reaction, not a monoanion species as previously believed (Angew. Chem. Int. Ed., DOI: 10.1002/anie.201203547). The zinc species in a Negishi reaction, typically prepared from an organolithium reagent and a zinc halide, transfers its organo group to a palladium catalyst, which in turn mediates . . .

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