Heterogeneous Rhodium-Catalyzed Aerobic Oxidative Dehydrogenative Cross-Coupling: Nonsymmetrical Biaryl Amines

Kenji Matsumoto, Masahiro Yoshida, Mitsuru Shindo

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

The first heterogeneously catalyzed oxidative dehydrogenative cross-coupling of aryl amines is reported herein. 2-Naphthylamine analogues were reacted with various electron-rich arenes using a heterogeneous Rh/C catalyst under mild aerobic conditions, thus affording nonsymmetrical biaryl amines in excellent yields with high selectivities. This reaction provides a mild, operationally simple, and efficient approach for the synthesis of biaryls which are important to pharmaceutical and materials chemistry. A jab-cross move: A heterogeneously catalyzed oxidative dehydrogenative cross-coupling of aryl amines is reported. Aryl amines were treated with various arenes using a heterogeneous Rh/C catalyst under mild aerobic conditions to selectively afford cross-coupled products, and provides an efficient synthetic method for the preparation of nonsymmetrical biaryl amines by oxidative C-H activation.

Original languageEnglish
Pages (from-to)5272-5276
Number of pages5
JournalAngewandte Chemie - International Edition
Volume55
Issue number17
DOIs
Publication statusPublished - Apr 18 2016

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Rhodium
Amines
2-Naphthylamine
Catalysts
Drug products
Chemical activation
Electrons
Pharmaceutical Preparations

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Cite this

Heterogeneous Rhodium-Catalyzed Aerobic Oxidative Dehydrogenative Cross-Coupling : Nonsymmetrical Biaryl Amines. / Matsumoto, Kenji; Yoshida, Masahiro; Shindo, Mitsuru.

In: Angewandte Chemie - International Edition, Vol. 55, No. 17, 18.04.2016, p. 5272-5276.

Research output: Contribution to journalArticle

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