Abstract

Dicyanovinyl-capped thiazologermoles (DTzG-DCV and GIDTz-DCV) were synthesized, and their optical and electrochemical properties were investigated. Both DTzG-DCV and GIDTz-DCV showed solvatochromism, exhibiting red shifts of the photoluminescence (PL) bands with increasing solvent polarity from toluene to DMF, likely due to intramolecular donor–acceptor interaction. Moreover, they served as selective PL sensors, with spectral changes in the presence of amines and fluoride and iodide ions, but not other halogen ions, in solution. DTzG-DCV and GIDTz-DCV underwent a quick and high-yield reaction with n-butylamine to give imine derivatives, accompanied by PL color changes. Similar color changes were observed even in the solid state with n-butylamine and n-hexylamine. In contrast, reactions with secondary and tertiary alkylamines caused no obvious changes in PL color. The color changes are visible to the naked eye under irradiation with a portable UV lamp at 365 nm, and thus DTzG-DCV and GIDTz-DCV can be used for the quick and selective sensing of primary amines.

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