Abstract

Incorporation of main group elements into π-conjugated skeletons is a powerful strategy for the development of new π-electron materials with intriguing properties. An important direction in this chemistry may be to exploit synergistic effects of two or more main group elements, which enables us to construct new skeletons with unusual electronic structures. From this point of view, several kinds of π-conjugated molecules containing B, N, and P have been synthesized, including B-B bond-containing thiophene-fused 1,2-dihydro-1,2-diborin, B-N bond-incorporated π-extended 1,2-dihydro-1,2-azaborine, and several ladder-type π-conjugated compounds containing boron and phosphorus as the bridging moieties. In particular, some of the latter compounds have been synthesized based on newly developed intramolecular double cyclizations from o,o’-disubstituted diphenylacetylene precursors. Investigation on their structure-properties relationships revealed the effect of these main group elements on the electronic structures and thus their properties. Some of these compounds showed high potentials for applications as the electron-transporting materials and two-photon absorption materials.

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