4.6 Article

Copper(II)-Catalyzed Nitroaldol (Henry) Reactions: Recent Developments

Journal

CHEMICAL RECORD
Volume 16, Issue 4, Pages 1906-1917

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/tcr.201500268

Keywords

acceleration of reactions; enantioselectivity; heterogeneous catalysis; homogeneous catalysis; nitroaldol reactions

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Self-assembled copper(II) complexes are described as effective catalysts for nitroaldol (Henry) reactions on water. The protocol involves a heterogeneous process and the catalysts can be recovered and recycled without loss of activity. Further, C2-symmetric N,N-substituted chiral copper(II) salan complexes are found to be more effective catalysts than chiral copper(II) salen complexes for reactions in homogeneous catalysis, with high enantioselectivities. The reactions involve bifunctional catalysis, bearing the properties of a BrOnsted base, as well as a Lewis acid, to effect the reaction in the absence of external additives.

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