Volume 92 Issue 49 | p. 30 | Concentrates
Issue Date: December 8, 2014

Changing Course With Carbenes

Modifying an NHC catalyst’s electronic and steric properties switches reaction selectivity to produce 1,2-diazepines or pyrazoles
Department: Science & Technology
News Channels: Organic SCENE, JACS In C&EN
Keywords: N-heterocyclic carbene, catalysis, selectivity, cycloaddition

As chemists have come to better understand the correlation between catalyst design and selectivity, a theme has emerged in which researchers seek to make different products from the same reactants simply by altering the catalyst. In a new example, Frank Glorius and coworkers at the University of Münster, in Germany, switched the reactivity of enals with hydrazones in cycloaddition reactions to make 1,2-diazepines or pyrazoles, depending on the choice of N-heterocyclic carbene . . .

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