Anion Controlled Stereodivergent Semi‐Hydrogenation of Alkynes using Water as Hydrogen Source. Issue 8 (22nd January 2021)

• Record Type: Journal Article
• Authors: Li, Kangkui; Yang, Chunhui; Chen, Jingchao; Pan, Chunxiang; Fan, Ruifeng; Zhou, Yongyun; Luo, Yang; Yang, Dajian; Fan, Baomin
• Is Part Of: Asian journal of organic chemistry. Volume 10:Issue 8(2021)
• Page Start: 2143
• Page End: 2146
• Publication Date: 2021-01-22
• Subjects: Semi-hydrogenation -- Water -- Transfer hydrogenation -- Nickel -- Alkyne; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.202000716
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: An anion controlled stereodivergent semi‐hydrogenation of alkynes is reported. The reactions are catalyzed by the low‐cost and stable nickel(II) salts, using water as environmental friendly hydrogen source with zinc powder as metal reductant. Interestingly, the stereoselectivity of the reaction is well controlled by the anion of the nickel(II) salt. The present methodology allowed a low‐cost and convenient preparation of trans ‐ and cis ‐alkenes under mild conditions. The reaction mechanism is proposed with water as the hydrogen donor on the basis of the control experiments. Abstract : An anion controlled stereodivergent semi‐hydrogenation of alkynes is developed by the low‐cost and stable nickel(II) salts, and using water as environmental friendly hydrogen source with zinc powder as metal reductant. In this reaction, the stereoselectivity of the reaction is well controlled by the anion of the nickel(II) salt, which allowed a low‐cost and convenient preparation of trans ‐ and cis ‐alkenes under mild conditions.