Atomic-Level Organization of Vicinal Acid-Base Pairs through the Chemisorption of Aniline and Derivatives onto Mesoporous SBA15

Handle URI:
http://hdl.handle.net/10754/614400
Title:
Atomic-Level Organization of Vicinal Acid-Base Pairs through the Chemisorption of Aniline and Derivatives onto Mesoporous SBA15
Authors:
Basset, Jean-Marie ( 0000-0003-3166-8882 ) ; Hamzaoui, Bilel; Bendjeriou-Sedjerari, Anissa; Pump, Eva ( 0000-0003-2810-2546 ) ; Abou-Hamad, Edy; Sougrat, Rachid; Gurinov, Andrei; Huang, Kuo-Wei ( 0000-0003-1900-2658 ) ; Gajan, David; Lesage, Anne; Emsley, Lyndon
Abstract:
The design of novel heterogeneous catalysts with multiple adjacent functionalities is of high interest for heterogeneous catalysis. Herein, we report a method to obtain a majority bifunctional acid-base pairs on SBA15. Aniline reacts with SBA15 by opening siloxane bridges leading to N-phenylsilanamine-silanol pairs. In contrast with ammonia treated surfaces, the material is stable under air/moisture. Advanced solid state MAS NMR: 2D ¹H-¹H double-quantum, ¹H-¹³C HETCOR experiments and dynamic nuclear polarization enhanced ²⁹Si and ¹⁵N spectra demonstrate both the close proximity between the two moieties and the formation of a covalent Si-N surface bond and confirm the design of vicinal acid-base pairs. This approach was successfully applied to the design of a series of aniline derivatives bifunctional SBA15. A correlation of the substituents effects on the aromatic ring (Hammet parameters) on the kinetics of the model reaction of Knoevenagel is observed.
KAUST Department:
KAUST Catalysis Center (KCC)
Citation:
Atomic-Level Organization of Vicinal Acid-Base Pairs through the Chemisorption of Aniline and Derivatives onto Mesoporous SBA15 2016 Chem. Sci.
Publisher:
Royal Society of Chemistry (RSC)
Journal:
Chem. Sci.
Issue Date:
9-Jun-2016
DOI:
10.1039/C6SC01229A
Type:
Article
ISSN:
2041-6520; 2041-6539
Sponsors:
This work received support from the King Abdullah University of Science and Technology (KAUST) Office of Sponsored Research (OSR) under Award No CRG_R2_13_BASS_KAUST_1. We thank Dr. Olivier Ouari and Paul Tordo for providing the TeKPol radical.
Additional Links:
http://pubs.rsc.org/en/Content/ArticleLanding/2016/SC/C6SC01229A
Appears in Collections:
Articles

Full metadata record

DC FieldValue Language
dc.contributor.authorBasset, Jean-Marieen
dc.contributor.authorHamzaoui, Bilelen
dc.contributor.authorBendjeriou-Sedjerari, Anissaen
dc.contributor.authorPump, Evaen
dc.contributor.authorAbou-Hamad, Edyen
dc.contributor.authorSougrat, Rachiden
dc.contributor.authorGurinov, Andreien
dc.contributor.authorHuang, Kuo-Weien
dc.contributor.authorGajan, Daviden
dc.contributor.authorLesage, Anneen
dc.contributor.authorEmsley, Lyndonen
dc.date.accessioned2016-06-23T09:34:35Z-
dc.date.available2016-06-23T09:34:35Z-
dc.date.issued2016-06-09-
dc.identifier.citationAtomic-Level Organization of Vicinal Acid-Base Pairs through the Chemisorption of Aniline and Derivatives onto Mesoporous SBA15 2016 Chem. Sci.en
dc.identifier.issn2041-6520-
dc.identifier.issn2041-6539-
dc.identifier.doi10.1039/C6SC01229A-
dc.identifier.urihttp://hdl.handle.net/10754/614400-
dc.description.abstractThe design of novel heterogeneous catalysts with multiple adjacent functionalities is of high interest for heterogeneous catalysis. Herein, we report a method to obtain a majority bifunctional acid-base pairs on SBA15. Aniline reacts with SBA15 by opening siloxane bridges leading to N-phenylsilanamine-silanol pairs. In contrast with ammonia treated surfaces, the material is stable under air/moisture. Advanced solid state MAS NMR: 2D ¹H-¹H double-quantum, ¹H-¹³C HETCOR experiments and dynamic nuclear polarization enhanced ²⁹Si and ¹⁵N spectra demonstrate both the close proximity between the two moieties and the formation of a covalent Si-N surface bond and confirm the design of vicinal acid-base pairs. This approach was successfully applied to the design of a series of aniline derivatives bifunctional SBA15. A correlation of the substituents effects on the aromatic ring (Hammet parameters) on the kinetics of the model reaction of Knoevenagel is observed.en
dc.description.sponsorshipThis work received support from the King Abdullah University of Science and Technology (KAUST) Office of Sponsored Research (OSR) under Award No CRG_R2_13_BASS_KAUST_1. We thank Dr. Olivier Ouari and Paul Tordo for providing the TeKPol radical.en
dc.language.isoenen
dc.publisherRoyal Society of Chemistry (RSC)en
dc.relation.urlhttp://pubs.rsc.org/en/Content/ArticleLanding/2016/SC/C6SC01229Aen
dc.rightsArchived with thanks to Chem. Sci. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. http://creativecommons.org/licenses/by/3.0/en
dc.titleAtomic-Level Organization of Vicinal Acid-Base Pairs through the Chemisorption of Aniline and Derivatives onto Mesoporous SBA15en
dc.typeArticleen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.identifier.journalChem. Sci.en
dc.eprint.versionPost-printen
dc.contributor.institutionUniversite de Lyon, Institu de Sciences Analytiques (CNRS/ENS-Lyon/UCB-Lyon 1), Centre de RMN a Tres Haust Champs, 69100 Villeurbanne, Franceen
dc.contributor.institutionInstitut des Sciences et Ingenierie Chimiques, Ecole Polytechnique Federale de Lausanne (EPFL), CH-1015 Lausanne, Switzerlanden
dc.contributor.affiliationKing Abdullah University of Science and Technology (KAUST)en
kaust.authorBasset, Jean-Marieen
kaust.authorHamzaoui, Bilelen
kaust.authorBendjeriou-Sedjerari, Anissaen
kaust.authorPump, Evaen
kaust.authorAbou-Hamad, Edyen
kaust.authorSougrat, Rachiden
kaust.authorGurinov, Andreien
kaust.authorHuang, Kuo-Weien
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