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

12 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

Fingerprint

2-butenal
Hydrogenation
hydrogenation
Nanoparticles
nanoparticles
hexenes
composite materials
selectivity
Composite materials
catalysts
Catalysts
alcohols
Alcohols
Hexane
sintering
Sintering
Particle size
Transmission electron microscopy
transmission electron microscopy

Keywords

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

ASJC Scopus subject areas

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

Cite this

Chemoselective Hydrogenation of Crotonaldehyde Catalyzed by an Au@ZIF-8 Composite. / Stephenson, Casey J.; Whitford, Cassandra L.; Stair, Peter C; Farha, Omar K.; Hupp, Joseph T.

In: ChemCatChem, Vol. 8, No. 4, 18.02.2016, p. 855-860.

Research output: Contribution to journalArticle

Stephenson, Casey J. ; Whitford, Cassandra L. ; Stair, Peter C ; Farha, Omar K. ; Hupp, Joseph T. / Chemoselective Hydrogenation of Crotonaldehyde Catalyzed by an Au@ZIF-8 Composite. In: ChemCatChem. 2016 ; Vol. 8, No. 4. pp. 855-860.
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