NEW SYMMETRICAL TETRATHIAFULVALENE PI-DONORS CONTAINING 9-MEMBERED AND 10-MEMBERED DITHIAHETEROCYCLES

Abstract

Reactions of disodium 2-thioxo-1,3-dithiole-4,5-dithiolate (DMIT) 5 with 1,5-dibromopentane, 1,6-dibromohexane and (+/-)-1,2-dibromopropane yielded the thiones 6, 7 and 8 respectively in good yields. Coupling of these thiones with triethyl phosphite afforded pi-donors 9, 10 and 11 respectively in moderate yields. The pi-donors and their precursors have been characterised by elemental analysis, massspectrometry, UV-VIS, IR and NMR spectroscopy. The oxidation potentials of donors 9, 10 and 11 are reported. Preparation of the charge-transfer complexes of the donors with acceptors TCNQ and CuCl2 and their solid state conductivity and ESR data is also presented.