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  Kinetic Study of Disulfonimide-Catalyzed Cyanosilylation of Aldehydes by Using a Method of Progress Rates

Zhang, Z., Klussmann, M., & List, B. (2020). Kinetic Study of Disulfonimide-Catalyzed Cyanosilylation of Aldehydes by Using a Method of Progress Rates. Synlett, 31(16), 1593-1597. doi:10.1055/s-0040-1707129.

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Item Permalink: http://hdl.handle.net/21.11116/0000-0007-43C1-3 Version Permalink: http://hdl.handle.net/21.11116/0000-0007-43C2-2
Genre: Journal Article

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 Creators:
Zhang, Zhipeng1, Author
Klussmann, Martin2, Author              
List, Benjamin3, Author              
Affiliations:
1School of Chemistry and Molecular Engineering, Frontiers Science Center for Materiobiology and Dynamic Chemistry, East China University of Science & Technology, 130 Meilong Road, Shanghai, 200237, P. R. of China, ou_persistent22              
2Research Group Klußmann, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445608              
3Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585              

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Free keywords: kinetics; progress rates; cyanation; organocatalysis; aldehydes
 Abstract: Kinetic study of organic reactions, especially multistep catalytic reactions, is crucial to in-depth understanding of reaction mechanisms. Here we report our kinetic study on the chiral disulfonimide-catalyzed cyanosilylation of an aldehyde, which revealed that two molecules of TMSCN are involved in the rate-determining C–C bond-forming step. In addition, the apparent activation energy, enthalpy of activation, and entropy of activation were deduced through a study of the temperature dependence of the reaction rates. More importantly, a novel and efficient method that makes use of the progress rates was developed to treat kinetic data obtained by continuous monitoring of the progress of a reaction by in situ FTIR.

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Language(s): eng - English
 Dates: 2020-04-082020-04-282020-05-202020-10-01
 Publication Status: Published in print
 Pages: 5
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1055/s-0040-1707129
 Degree: -

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Title: Synlett
  Abbreviation : Synlett
Source Genre: Journal
 Creator(s):
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Publ. Info: Stuttgart : Georg Thieme Verlag
Pages: - Volume / Issue: 31 (16) Sequence Number: - Start / End Page: 1593 - 1597 Identifier: ISSN: 0936-5214
CoNE: https://pure.mpg.de/cone/journals/resource/954925570856