Photochemical Synthesis of Nitriles from Alcohols
Yonggang Yan1, Pengpeng Wang1, Jianyang Dong1
1Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education, and School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710119, China.
Abstract:
Nickel-catalyzed hydrocyanation of 1,3-butadiene with hydrogen cyanide gas is the predominant method for the synthesis of adiponitrile, which is an important precursor for polymer production. However, the use of fossil-derived alkenes raises environmental concerns, and hydrogen cyanide is highly volatile and extremely toxic. Herein, we report the use of biomass-derived 1,4-butanediol, as well as other primary alcohols, for photochemical synthesis of linear and branched nitriles and dinitriles, including adiponitrile, with 1,4-dicyanobenzene as the CN source. This mild, sustainable method does not require hydrogen cyanide gas or an air- or moisture-sensitive metal catalyst and is applicable for the production of dinitriles as precursors of diamines, which have potential utility for the development of novel polyamides.
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