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A short, versatile route towards benzothiadiazinyl radicals

A short, versatile route towards benzothiadiazinyl radicals

Borys, Andryj M. ORCID logoORCID: https://orcid.org/0000-0001-8437-2562, Clark, Ewan R. ORCID logoORCID: https://orcid.org/0000-0001-7287-2631, Saines, Paul J. ORCID logoORCID: https://orcid.org/0000-0002-4207-2112, Alberola, Antonio ORCID logoORCID: https://orcid.org/0000-0002-6630-503X and Rawson, Jeremy M. ORCID logoORCID: https://orcid.org/0000-0003-0480-5386 (2021) A short, versatile route towards benzothiadiazinyl radicals. Chemical Science, 13 (1). pp. 149-158. ISSN 2041-6520 (Print), 2041-6539 (Online) (doi:10.1039/D1SC04248C)

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Abstract

A family of substituted 1,2,4-benzothiadiazine 1-chlorides have been prepared by treatment of N -arylamidines in neat thionyl chloride at reflux. The S( iv ) 1-chlorides are readily reduced under mild conditions to persistent 1,2,4-benzothiadiazinyl radicals which have been characterised by EPR spectroscopy and cyclic voltammetry. Crystallographic studies on isolated radicals indicate that the radicals dimerise via pancake bonding in the solid-state, resulting in spin-pairing and net diamagnetism.

Item Type: Article
Additional Information: All publication charges for this article have been paid for by the Royal Society of Chemistry.
Uncontrolled Keywords: main group, radical, benzothiadiazinyl
Subjects: Q Science > Q Science (General)
Faculty / School / Research Centre / Research Group: Faculty of Engineering & Science
Faculty of Engineering & Science > School of Science (SCI)
Last Modified: 02 Apr 2026 15:24
URI: https://gala.gre.ac.uk/id/eprint/52714

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