A short,versatile route towards benzothiadiazinyl radicals |
| |
| Authors: | Andryj M Borys Ewan R Clark Paul J Saines Antonio Alberola Jeremy M Rawson |
| |
| Institution: | School of Physical Sciences, University of Kent, Ingram Building, Canterbury Kent CT2 7NH UK ; Pol. Industrial Cheste, Vial 6, 46380 Cheste, Valencia Spain ; Department of Chemistry and Biochemistry, The University of Windsor, 401 Sunset Ave., Windsor ON N9B 3P4 Canada, |
| |
| 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.A family of 1,2,4-benzothiadiazinyl radicals are accessible from 1,2,4-benzothiadiazine 1-chlorides which can be prepared in a single step by treatment of N-arylamidines in neat thionyl chloride at reflux. |
| |
| Keywords: | |
|
|
