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Communication | Special issue | Vol 95, No. 2, 2017, pp.715-721
Published online, 26th December, 2016
DOI: 10.3987/COM-16-S(S)57
■ Huisgen Cycloaddition with Acetylene Gas by Using an Amphiphilic Self-Assembled Polymeric Copper Catalyst

Yoichi M. A. Yamada,* Hiroshi Yoshida, Aya Ohno, Takuma Sato, Toshiaki Mase, and Yasuhiro Uozumi*

*Institute for Molecular Science (IMS), 5-1 Higashiyama, Myodaiji, Okazaki, Aichi 444-8787, Japan

Abstract

A copper-mediated Huisgen cycloaddition, aka the copper(I)-catalyzed alkyne-azide cycloaddition (CuAAC), of flammable acetylene gas and a variety of organic azides proceeded smoothly by using our amphiphilic self-assembled polymeric copper catalyst MPPI-Cu to give the corresponding triazoles in high yield. MPPI-Cu was readily reused without loss of catalytic activity. The XAFS and DFT calculation studies revealed the local structure near Cu atom of an active species MPPI-Cu(I).