Semireduction of Alkynes Using Formic Acid with Reusable Pd-Catalysts

Riku Iwasaki; Eikichi Tanaka; Toshinari Ichihashi; Yasushi Idemoto; Kohei Endo

doi:10.1021/acs.joc.8b02169

Semireduction of Alkynes Using Formic Acid with Reusable Pd-Catalysts

J Org Chem. 2018 Nov 2;83(21):13574-13579. doi: 10.1021/acs.joc.8b02169. Epub 2018 Oct 23.

Authors

Riku Iwasaki¹, Eikichi Tanaka¹, Toshinari Ichihashi², Yasushi Idemoto³, Kohei Endo¹

Affiliations

¹ Department of Chemistry, Faculty of Science , Tokyo University of Science , 1-3 Kagurazaka , Shinjuku-ku, Tokyo 162-8601 , Japan.
² Research Equipment Center , Tokyo University of Science , 2641 Yamazaki , Noda-shi, Chiba 278-8510 , Japan.
³ Department of Pure and Applied Chemistry, Faculty of Science and Technology , Tokyo University of Science , 2641 Yamazaki , Noda-shi, Chiba 278-8510 , Japan.

PMID: 30351927
DOI: 10.1021/acs.joc.8b02169

Abstract

The treatment of PdCl₂ with K₂CO₃ and HCO₂H in dioxane gives black precipitates, which are an effective catalyst for the semireduction of alkynes to alkenes using formic acid as a reductant. Even 0.05 mol % Pd promoted the reduction reaction of tolane in high yield with high selectivity.