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On the Activation of PhICl2 with Pyridine

preprint
submitted on 19.03.2021, 01:33 and posted on 19.03.2021, 13:25 by Tiffany Poynder, Analia Orue, Tania _, Lachlan Sharp-Bucknall, Matthew Flynn, David J. D. Wilson, Kasun Athukoroala, Jack K. Clegg, Jason Dutton
It has been previously proposed that pyridines can activate PhICl2 by displacing a chloride and forming the [PhI(Pyr)(Cl)]+ cation as a reactive intermediate. Here we show that pyridine does not displace chloride, but rather forms a weak complex with the iodine via halogen bonding along the C-I bond axis. This interaction is investigated by NMR, structural, charge density and theoretical investigations, which all indicate the pyridine does not activate PhICl2 as proposed.

History

Email Address of Submitting Author

j.dutton@latrobe.edu.au

Institution

La Trobe University

Country

Australia

ORCID For Submitting Author

0000-0002-0361-4441

Declaration of Conflict of Interest

There is no conflict of interest

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