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Synthesis and electronic structure of 1,2-heteroarylethynes: Potential monomers for low bandgap conductive polymers

A series of 1, 2-heteroarylethynes which are potential monomers to low bandgap materials were synthesized and their He I photoelectron spectra measured and assigned with the aid of empirical arguments and semi-empirical MO calculations. The electronic structure analysis reveals that C equivalent to C bond is an efficient ''relay'' of pi-electrons and that it supports inter-ring conjugation. The efficiency depends on the nature of ring heteroatom, but not on its position within the ring. The importance of C equivalent to C bond relay is discussed in the broader context of conjugated polymer applications.

conjugated poly(heteroarylene methines) ; organic electrophiles ; organotin reagents ; coupling reactions ; bis(ethynyl)-polymers ; precursors ; route

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