Synthesis 2013; 45(15): 2093-2100
DOI: 10.1055/s-0033-1338797
special topic
© Georg Thieme Verlag Stuttgart · New York

Polymeric Bimetallic Catalyst-Promoted In-Water Dehydrative Alkylation of Ammonia and Amines with Alcohols

Authors

  • Yoichi M. A. Yamada*

    a   RIKEN Center for Sustainable Resource Science, Green Nanocatalysis Research Team, Wako, Saitama 351-0198, Japan   Fax: +81(48)4671423   Email: ymayamada@riken.jp
  • Hidetoshi Ohta

    a   RIKEN Center for Sustainable Resource Science, Green Nanocatalysis Research Team, Wako, Saitama 351-0198, Japan   Fax: +81(48)4671423   Email: ymayamada@riken.jp
  • Yoshinari Yuyama

    a   RIKEN Center for Sustainable Resource Science, Green Nanocatalysis Research Team, Wako, Saitama 351-0198, Japan   Fax: +81(48)4671423   Email: ymayamada@riken.jp
  • Yasuhiro Uozumi*

    a   RIKEN Center for Sustainable Resource Science, Green Nanocatalysis Research Team, Wako, Saitama 351-0198, Japan   Fax: +81(48)4671423   Email: ymayamada@riken.jp
    b   Institute for Molecular Science (IMS), Okazaki, Aichi 444-8787, Japan   Email: uo@ims.ac.jp
Further Information

Publication History

Received: 19 February 2013

Accepted after revision: 14 April 2013

Publication Date:
29 May 2013 (online)


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Abstract

A dehydrative alkylation with three kinds of Ir/B heterobimetallic polymeric catalysts in water is reported. The polymeric heterobimetallic catalysts were readily prepared by ionic convolution of a poly(catechol borate) and iridium complexes. The N-alkylation of ammonia and amines with alcohols, as alkylating agents, was carried out with a heterogeneous catalyst (1 mol% Ir) at 100 °C without the use of organic solvents under aerobic and aqueous conditions to afford the corresponding alkylated amines in high yield.

Supporting Information