Polyhedral Cu2O to Cu pseudomorphic conversion for stereoselective alkyne semihydrogenation

Sourav Rej, Mahesh Madasu, Chih Shan Tan, Chi Fu Hsia, Michael H. Huang*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

Cu2O cubes, octahedra, and rhombic dodecahedra can be pseudomorphically converted into Cu crystals of corresponding shapes through reduction by ammonia borane in ethanol at 50 °C or below within 3 min, demonstrating the feasibility of making challenging polyhedral metal particles from metal oxide crystals. Hydrogen gas is also produced from ammonia borane in the process. The obtained Cu crystals have a slightly nanoporous interior. Addition of diphenylacetylene in the formation of Cu rhombic dodecahedra leads to complete stereoselective production of sterically hindered (Z)-stilbene. Semihydrogenation of other alkynes also gives pure (Z)-alkenes. Cu cubes and octahedra also showed considerable (Z)-stilbene selectivity along with minor formation of (E)-stilbene and bibenzyl as compared to CuCl2 and commercial Cu2O particles. Mechanistic studies reveal that the low binding affinity of alkenes on the rhombic dodecahedra surfaces leads to high product selectivity. These Cu crystals act as a green and low-cost catalyst for the synthesis of high-purity (Z)-alkenes.

Original languageEnglish
Pages (from-to)2517-2524
Number of pages8
JournalChemical Science
Volume9
Issue number9
DOIs
StatePublished - 7 Mar 2018

Fingerprint Dive into the research topics of 'Polyhedral Cu<sub>2</sub>O to Cu pseudomorphic conversion for stereoselective alkyne semihydrogenation'. Together they form a unique fingerprint.

Cite this