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Chemoselective Hydrogenation of Crotonaldehyde Catalyzed by an Au@ZIF‐8 Composite
Author(s) -
Stephenson Casey J.,
Whitford Cassandra L.,
Stair Peter C.,
Farha Omar K.,
Hupp Joseph T.
Publication year - 2016
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201501171
Subject(s) - crotonaldehyde , selectivity , catalysis , zeolitic imidazolate framework , cyclohexene , chemistry , alcohol , composite number , organic chemistry , materials science , metal organic framework , adsorption , composite material
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.