Campus Units
Chemistry, Ames Laboratory
Document Type
Article
Publication Version
Published Version
Publication Date
2013
Journal or Book Title
ACS Catalysis
Volume
3
Issue
2
First Page
265
Last Page
271
DOI
10.1021/cs300748g
Abstract
The relative rates of the aldol reaction catalyzed by supported primary and secondary amines can be inverted by 2 orders of magnitude, depending on the use of hexane or water as a solvent. Our analyses suggest that this dramatic shift in the catalytic behavior of the supported amines does not involve differences in reaction mechanism, but is caused by activation of imine to enamine equilibria and stabilization of iminium species. The effects of solvent polarity and acidity were found to be important to the performance of the catalytic reaction. This study highlights the critical role of solvent in multicomponent heterogeneous catalytic processes.
Copyright Owner
American Chemical Society
Copyright Date
2013
Language
en
File Format
application/pdf
Recommended Citation
Kandel, Kapil; Althaus, Stacey Marie; Peeraphatdit, Chorthip; Kobayashi, Takeshi; Trewyn, Brian G.; Pruski, Marek; and Slowing, Igor I., "Solvent-Induced Reversal of Activities between Two Closely Related Heterogeneous Catalysts in the Aldol Reaction" (2013). Ames Laboratory Publications. 310.
https://lib.dr.iastate.edu/ameslab_pubs/310
Comments
Reprinted (adapted) with permission from ACS Catalysis 3 (2013): 265, doi:10.1021/cs300748g. Copyright 2014 American Chemical Society.