Interaction of Acetonitrile with Olefins and Alcohols in Zeolite H-ZSM-5: In situ Solid-State NMR Characterization of the Reaction Products Full article
Journal |
Chemistry - A European Journal
ISSN: 0947-6539 , E-ISSN: 1521-3765 |
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Output data | Year: 1997, Volume: 3, Number: 1, Pages: 47-56 Pages count : 10 DOI: 10.1002/chem.19970030109 | ||
Tags | alcohols, nitriles, NMR spectroscopy, olefins, zeolites | ||
Authors |
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Affiliations |
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Funding (1)
1 | Russian Foundation for Basic Research | 95-03-08780 |
Abstract:
The reaction products and intermediates from the interaction of acetonitrile with olefins (oct-1-ene) or alcohols (tert-butyl alcohol) in zeolite H-ZSM-5 at 296 K have been characterized with 13C and 15N solid-state NMR. It has been shown that coadsorption of acetonitrile and olefin on H-ZSM-5 gives rise to the intermediate N-alkylnitrilium cation represents a persistent species inside a zeolite under anhydrous conditions. Upon admittance of water to the pores of the zeolite, the N-alkylnitrilium cation slowly converts into N-alkylamide in accordance with the classic Ritter reaction. In the case of acetonitrile and alcohol, just after coadsorption both the intermediate N-alkylnitrilium cation and the final N-alkyl-amide are identified simultaneously; the former slowly disappears over a few days. Thus, 1) it has been shown that the Ritter reaction can occur not only in liquid acidic media but also on a solid acid catalyst, zeolite H-ZSM-5; 2) N-alkylnitrilium cations have been detected and characterized with solid-state NMR as persistent intermediates in the Ritter reaction for the first time while the reaction proceeds.
Cite:
Stepanov A.G.
, Luzgin M.V.
Interaction of Acetonitrile with Olefins and Alcohols in Zeolite H-ZSM-5: In situ Solid-State NMR Characterization of the Reaction Products
Chemistry - A European Journal. 1997. V.3. N1. P.47-56. DOI: 10.1002/chem.19970030109 WOS Scopus РИНЦ
Interaction of Acetonitrile with Olefins and Alcohols in Zeolite H-ZSM-5: In situ Solid-State NMR Characterization of the Reaction Products
Chemistry - A European Journal. 1997. V.3. N1. P.47-56. DOI: 10.1002/chem.19970030109 WOS Scopus РИНЦ
Dates:
Submitted: | Jul 1, 1996 |
Published print: | Jan 1, 1997 |
Published online: | Jan 21, 2006 |
Identifiers:
Web of science | WOS:A1997WW25200006 |
Scopus | 2-s2.0-0030999159 |
Elibrary | 13271355 |
Chemical Abstracts | 1997:150391 |
Chemical Abstracts (print) | 126:263726 |
OpenAlex | W2056186606 |