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

Jean-Marie Basset, Bilel Hamzaoui, Anissa Bendjeriou-Sedjerari, Eva Pump, Edy Abou-Hamad, Rachid Sougrat, Andrei Gurinov, Kuo-Wei Huang, David Gajan, Anne Lesage, Lyndon Emsley

Research output: Contribution to journalArticlepeer-review

12 Scopus citations

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.
Original languageEnglish (US)
Pages (from-to)6099-6105
Number of pages7
JournalChem. Sci.
Volume7
Issue number9
DOIs
StatePublished - 2016

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