Hybrid Catalysis Enabling Room-Temperature Hydrogen Gas Release from N-Heterocycles and Tetrahydronaphthalenes

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• 作者：Shota Kato ; Yutaka Saga ; Masahiro Kojima ; Hiromu Fuse ; Shigeki Matsunaga ; Arisa Fukatsu ; Mio Kondo ; Shigeyuki Masaoka ; Motomu Kanai
• 刊名：Journal of the American Chemical Society
• 出版年：2017
• 出版时间：February 15, 2017
• 年：2017
• 卷：139
• 期：6
• 页码：2204-2207
• 全文大小：398K
• ISSN：1520-5126

文摘

Hybrid catalyst systems to achieve acceptorless dehydrogenation of N-heterocycles and tetrahydronaphthalenes—model substrates for liquid organic hydrogen carriers—were developed. A binary hybrid catalysis comprising an acridinium photoredox catalyst and a Pd metal catalyst was effective for the dehydrogenation of N-heterocycles, whereas a ternary hybrid catalysis comprising an acridinium photoredox catalyst, a Pd metal catalyst, and a thiophosphoric imide organocatalyst achieved dehydrogenation of tetrahydronaphthalenes. These hybrid catalyst systems allowed for 2 molar equiv of H₂ gas release from six-membered N-heterocycles and tetrahydronaphthalenes under mild conditions, i.e., visible light irradiation at rt. The combined use of two or three different catalyst types was essential for the catalytic activity.