Asymmetrical 1,3-bis-(heteroazolyl)benzene platinum complexes with tunable second-order nonlinear optical properties

A series of cyclometalated platinum(II) complexes bearing asymmetrical 1,3-bis-(heteroazolyl)benzene ligands, as chloro or phenylacetylene derivatives, have been synthetized and characterized. The N^C^N proligands, (benzoxazolyl) (benzothiazolyl)benzene in complex 1 and related compounds, and (benzoxazolyl)(benzimidazolyl)benzene in complex 2, have been synthesized by a two-step procedure including a Pd-catalysed C-H bond activation reaction. Electronic absorption, luminescence and second-order nonlinear optical properties of the novel complexes have been investigated experimentally and theoretically (TD-DFT) calculations, and compared to that of the known 1,3-bis-(benzoxazolyl)benzene platinum complex for which the nonlinear optical response have been studied for the first time. All complexes exhibit green luminescence in dichloromethane solution at room temperature, and the nature of the heteroazolyl ligand and/or the substituent at the central phenyl ring has no significant impact on the emission signatures. In contrast, the functionalization of the terdentate ligands and the nature of the ancillary ligand (chloride or phenylacetylide) allow modulating the nonlinear optical activity.

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