Green synthesis and photophysical properties of novel 1H-imidazo[4,5-f][1,10]phenanthroline derivatives with blue/cyan two-photon excited fluorescence
2017
Pan, Yu-Lu | Cai, Zhi-Bin | Bai, Li | Ma, Fei-Fei | Li, Sheng-Li | Tian, Yu-Peng
A simple, rapid, and highly efficient method has been developed for the synthesis of a series of novel 1H-imidazo[4,5-f][1,10]phenanthroline derivatives (1BN, 2Py, 3BI, 4BT, and 5MOBI) via a three–component, one–pot reaction under solvent–free conditions. Their structures were characterized by FT–IR, 1H NMR, 13C NMR, MS, and elemental analysis. Their photophysical properties, including linear absorption, one–photon excited fluorescence, two–photon absorption, and two–photon excited fluorescence, were systematically investigated in various solvents. The results demonstrate that all the compounds emit relatively strong blue/cyan fluorescence. 1BN and 5MOBI exhibit large two–photon absorption cross–sections (471 and 654 GM) in THF. In addition, the relationship between the electronic structures and photophysical properties was investigated using density functional theory.
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