Issue 6, 2023

Iodination of antipyrine with [N–I–N]+ and carbonyl hypoiodite iodine(i) complexes

Abstract

A series of iodine(I) complexes, both known and new, were synthesised and the dependence of iodination reactivity on the identity of the Lewis bases and anions present was investigated. Using a previously established screening protocol based on the iodination of antipyrine to iodo-antipyrine, the capability of the iodine(I) species to perform the iodination was tested and compared, especially in relation to Barluenga's reagent, [I(pyridine)2]BF4. The results indicated that the identity of both the Lewis bases and the anion influence the iodination capability of the iodine(I) species, and that the less efficient reagents can deliver favourably comparable percentage conversions with longer reaction times.

Graphical abstract: Iodination of antipyrine with [N–I–N]+ and carbonyl hypoiodite iodine(i) complexes

Supplementary files

Article information

Article type
Paper
Submitted
01 Nov 2022
Accepted
11 Jan 2023
First published
12 Jan 2023
This article is Open Access
Creative Commons BY license

New J. Chem., 2023,47, 2978-2982

Iodination of antipyrine with [N–I–N]+ and carbonyl hypoiodite iodine(I) complexes

L. M. E. Wilson, K. Rissanen and J. S. Ward, New J. Chem., 2023, 47, 2978 DOI: 10.1039/D2NJ05349G

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements