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Organized Surface Functional Groups: Cooperative Catalysis via Thiol/Sulfonic Acid Pairing

Margelefsky, Eric L. and Zeidan, Ryan K. and Dufaud, Véronique and Davis, Mark E. (2007) Organized Surface Functional Groups: Cooperative Catalysis via Thiol/Sulfonic Acid Pairing. Journal of the American Chemical Society, 129 (44). pp. 13691-13697. ISSN 0002-7863. http://resolver.caltech.edu/CaltechAUTHORS:20170426-160051235

[img] PDF (X-ray diffraction data, 1H NMR spectrum of silane 1, nitrogen adsorption/desorption isotherms, 29Si CP/MAS spectrum of SBA-g1, 13C CP/MAS NMR spectra of SBA-AT-r and spacer materials SBA-AT-s(1−8)) - Supplemental Material
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Abstract

The synthesis and characterization of heterogeneous catalysts containing surfaces functionalized with discrete pairs of sulfonic acid and thiol groups are reported. A catalyst having acid and thiol groups separated by three carbon atoms is ca. 3 times more active than a material containing randomly distributed acid and thiol groups in the condensation of acetone and phenol to bisphenol A and 14 times more active in the condensation of cyclohexanone and phenol to bisphenol Z. Increasing the acid/thiol distance in the paired materials decreases both the activity and selectivity. This work clearly reveals the importance of nanoscale organization of two disparate functional groups on the surface of heterogeneous catalysts.


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http://dx.doi.org/10.1021/ja074761eDOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja074761ePublisherArticle
http://pubs.acs.org/doi/suppl/10.1021/ja074761ePublisherSupporting Information
Additional Information:© 2007 American Chemical Society. Received June 28, 2007. Publication Date (Web): October 12, 2007. This work was supported by a National Science Foundation Graduate Research Fellowship and by the Department of Energy.
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NSF Graduate Research FellowshipUNSPECIFIED
Department of Energy (DOE)UNSPECIFIED
Record Number:CaltechAUTHORS:20170426-160051235
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20170426-160051235
Official Citation:Organized Surface Functional Groups:  Cooperative Catalysis via Thiol/Sulfonic Acid Pairing Eric L. Margelefsky, Ryan K. Zeidan, Véronique Dufaud, and Mark E. Davis Journal of the American Chemical Society 2007 129 (44), 13691-13697 DOI: 10.1021/ja074761e
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:76966
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:26 Apr 2017 23:08
Last Modified:26 Apr 2017 23:08

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