Chemoselective Hydrogenation of Crotonaldehyde Catalyzed by an Au@ZIF-8 Composite

Casey J. Stephenson, Cassandra L. Whitford, Peter C Stair, Omar K. Farha, Joseph T Hupp

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

Au nanoparticles of size 2.2 nm were encapsulated in a zeolitic imidazolate framework ZIF-8 framework (Au@ZIF-8). The composite was used as a catalyst for the selective hydrogenation of crotonaldehyde to crotyl alcohol with 90-95 % selectivity. Hydrogenation of 1-hexene yielded n-hexane in approximately the same conversion as crotonaldehyde, whereas cis-cyclohexene did not detectably react. To account for the confined environment of the ZIF, we supported Au nanoparticles on the outside of ZIF-8 (Au/ZIF-8). Using Au/ZIF-8 as a catalyst, 1-hexene and cis-cyclohexene were hydrogenated in low conversion whereas crotonaldehyde would only react at higher pressures in 70 % selectivity towards crotyl alcohol. Post-experiment TEM analysis of Au/ZIF-8 showed significant sintering whereas the median particle size of Au@ZIF-8 remained almost unchanged. Au@ZIF-8 was recycled as a catalyst for the hydrogenation of crotonaldehyde three times without significant loss of activity or selectivity.

Original languageEnglish
Pages (from-to)855-860
Number of pages6
JournalChemCatChem
Volume8
Issue number4
DOIs
Publication statusPublished - Feb 18 2016

Keywords

  • aldehydes
  • chemoselectivity
  • gold
  • hydrogenation
  • metal-organic frameworks

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Catalysis

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