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Brønsted Acid-Catalyzed Carbonyl-Olefin Metathesis inside a Self-Assembled Supromolecular Host

Catti, Lorenzo and Tiefenbacher, Konrad. (2018) Brønsted Acid-Catalyzed Carbonyl-Olefin Metathesis inside a Self-Assembled Supromolecular Host. Angewandte Chemie International Edition, 57. pp. 14589-14592.

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Official URL: https://edoc.unibas.ch/68401/

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Abstract

Carbonyl-olefin metathesis represents a powerful yet underdeveloped method for the formation of carbon-carbon bonds. So far, no Brønsted acid based method for the catalytic carbonyl-olefin metathesis has been described. Herein, a cocatalytic system based on a simple Brønsted acid (HCl) and a self‐assembled supramolecular host is presented. The developed system compares well with the current benchmark catalyst for carbonyl-olefin metathesis in terms of substrate scope and yield of isolated product. Control experiments provide strong evidence that the reaction proceeds inside the cavity of the supramolecular host. A mechanistic probe indicates that a stepwise reaction mechanism is likely.
Faculties and Departments:05 Faculty of Science > Departement Chemie
05 Faculty of Science > Departement Chemie > Chemie > Synthesis of Functional Modules (Tiefenbacher)
UniBasel Contributors:Catti, Lorenzo and Tiefenbacher, Konrad Karl
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Wiley
ISSN:1433-7851
e-ISSN:1521-3773
Note:Publication type according to Uni Basel Research Database: Journal article
Language:English
Identification Number:
Last Modified:11 Jul 2019 13:03
Deposited On:02 Jul 2019 12:54

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