Catalytic role of amines in activation of PhICl2 from a computational point of view

Kaveh Farshadfar; Alireza Ariafard

doi:10.1039/D1CC03618A

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Catalytic role of amines in activation of PhICl₂ from a computational point of view†

Kaveh Farshadfar

^a and Alireza Ariafard

*^ab

Author affiliations

* Corresponding authors

^a Department of Chemistry, Islamic Azad University, Central Tehran Branch, Poonak, Tehran 1469669191, Iran

^b School of Natural Sciences, University of Tasmania, Private Bag 75, Hobart TAS 7001, Australia
E-mail: Alireza.Ariafard@utas.edu.au

Abstract

We thoroughly investigated mechanistic features of dichlorination of diazoacetates using PhICl₂ catalysed by pyridine. We found that the pyridine serves as a catalyst for decomposition of PhICl₂ to PhI and Cl₂, leading to the dichlorination step being driven by the in situ generated Cl₂. This type of activation was found to be applicable to other amine-catalysed chlorination reactions using PhICl₂.

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Article information

DOI: https://doi.org/10.1039/D1CC03618A
Article type: Communication
Submitted: 06 Jul 2021
Accepted: 11 Aug 2021
First published: 11 Aug 2021

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Chem. Commun., 2021,57, 9108-9111

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Catalytic role of amines in activation of PhICl₂ from a computational point of view

K. Farshadfar and A. Ariafard, Chem. Commun., 2021, 57, 9108 DOI: 10.1039/D1CC03618A

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