Synthesis and photoreactivity of aryl substituted 4,5-dithienyl[1,3]dithiol-2-ones

Blencowe, A., Celli, A.M., Donati, D., Hayes, W.C. ORCID: https://orcid.org/0000-0003-0047-2991, Martin, C., Murphy, P.J., Ponticelli, F. and Melville-Richards, J.K. (2009) Synthesis and photoreactivity of aryl substituted 4,5-dithienyl[1,3]dithiol-2-ones. Tetrahedron, 65 (19). pp. 3858-3862. ISSN 0040-4020 doi: 10.1016/j.tet.2009.03.015

Abstract/Summary

UV irradiation of hitherto unknown 4,5-bis-benzol[b]thiophen-3-yl-[1,3]dithiol-2-one gave 3-(3-benzo[b]thienyl)-thieno[3,4-c]benzo[ e][1,2]dithine by loss of carbon monoxide and rearrangement, whereas 4,5-bis-(2-bromo-phenyl)-[1,3]dithiol-2-one gave a polymeric material containing S-S bridges. The Structures of both photoproducts were demonstrated on the basis of chemical behaviour and/or X-ray diffraction. (C) 2009 Elsevier Ltd. All rights reserved.