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- Title
Gold-Catalyzed Direct Hydrogenative Coupling of Nitroarenes To Synthesize Aromatic Azo Compounds.
- Authors
Liu, Xiang; Li, Hai‐Qian; Ye, Sen; Liu, Yong‐Mei; He, He‐Yong; Cao, Yong
- Abstract
The azo linkage is a prominent chemical motif which has found numerous applications in materials science, pharmaceuticals, and agrochemicals. Described herein is a sustainable heterogeneous-gold-catalyzed synthesis of azo arenes. Available nitroarenes are deoxygenated and linked selectively by the formation of NN bonds using molecular H2 without any external additives. As a result of a unique and remarkable synergy between the metal and support, a facile surface-mediated condensation of nitroso and hydroxylamine intermediates is enabled, and the desired transformation proceeds in a highly selective manner under mild reaction conditions. The protocol tolerates a large variety of functional groups and offers a general and versatile method for the environmentally friendly synthesis of symmetric or asymmetric aromatic azo compounds.
- Subjects
COUPLING reactions (Chemistry); NITROAROMATIC compounds; AROMATIC compound synthesis; AZO compound synthesis; GOLD; NITROSO compounds; HYDROXYLAMINE
- Publication
Angewandte Chemie International Edition, 2014, Vol 53, Issue 29, p7624
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201404543