4.8 Article

A Reusable MOF-Supported Single-Site Zinc(II) Catalyst for Efficient Intramolecular Hydroamination of o-Alkynylanilines

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 23, Pages 7687-7691

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201902171

Keywords

heterogeneous catalysis; hydroamination; indoles; metal-organic frameworks; zinc

Funding

  1. Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
  2. Key Research Program of Frontier Sciences, Chinese Academy of Sciences [QYZDB-SSW-SLH019]
  3. National Natural Science Foundation of China [21771177, 51603206]

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The exploitation of new and active earth-abundant metal catalysts is critical for sustainable chemical production. Herein, we demonstrate the design of highly efficient, robust, and reusable Zn-II-bipyridine-based metal-organic framework (MOF) catalysts for the intramolecular hydroamination of o-alkynylanilines to indoles. Under similar conditions homogeneous catalytic systems mainly provide hydrolysate. Our results prove that MOFs support unique internal environments that can affect the direction of chemical reactions. The Zn-II-catalyzed hydroamination reaction can be conducted without additional ligands, base, or acid, and is thus a very clean reaction system with regard to its environmental impact.

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