Synthesis and properties of novel components for organic metals:dihydrotellurophene derivatives

Abstract

Two series of dihydrotellurophenes have been synthesized: derivatives of 4,6-dihydro-1H,3,H-telluropheno[3,4-c ]tellurophene (1) and derivatives of 1,3,6,8-tetrahydrobenzo[1,2-c;3,4-c′]ditellurophene (2). X-Ray structure determinations confirm the tetraiodo structures of 1a and 2a. The tetraiodo derivatives are reduced by sodium borohydride to the corresponding dihydrotellurophenes, 1b and 2b, which undergo the characteristic divalent tellurium reaction with iodomethane to form telluronium methiodides. Both dihydrotellurophenes 1b and 2b are moderate electron donors and react with 7,7,8,8-tetracyanoqiunodimethane TCNQ affording blue semiconductive solids.