Tellurophen and some of its derivatives

Abstract

The preparation of tellurophen (1) from sodium telluride and butadiyne in methanolic solution is reported. Physical and spectroscopic properties of tellurophen (1) are compared with those of furan, thiophen, and selenophen. Qualitative data show that its chemical behaviour is typical of a heteroaromatic compound with a five-membered ring. The syntheses of eight 2-substituted and of three 2,5-disubstituted derivatives are described and the structures of the products are deduced from chemical evidence and spectroscopic data. The effect of substituents on the ring-proton n.m.r. chemical shifts is examined.