On the Activation of PhICl2 with Pyridine

19 March 2021, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

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.

Keywords

Iodine
hypervalent
oxidants
halogen bonding
charge density

Supplementary materials

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Description
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LewisBase ESI submit
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Pyridine PhICl2 submit
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LewisBase ESI submit
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