Synthesis, structures and electrochemical and photophysical properties of anilido-benzoxazole boron difluoride (ABB) complexes

Yedukondalu Meesala, Veerababurao Kavala, Hao Ching Chang, Ting Shen Kuo, Ching-Fa Yao, Way-Zen Lee

研究成果: 雜誌貢獻文章

18 引文 斯高帕斯(Scopus)

摘要

A new series of four-ring-fused π-conjugated anilido-benzoxazole boron difluoride (ABB) dyes were synthesized by employing an unsymmetrical bidentate ligand under a mild reaction condition. X-ray structural analysis demonstrated that the four-ring-fused π-conjugated skeleton is nearly coplanar, and almost orthogonal to the side anilido phenyl group with dihedral angles of 74-86°. The synthesized complexes exhibit very bright luminescence in solution (Φf = 0.45-0.96 in CH2Cl2) and in the solid-state (Φf = 0.07-0.37). These complexes show a larger Stokes shift (56-128 nm) than the well-known boron dipyrromethene dyes (8-12 nm, in most cases). The role of molecular packing patterns elucidated by the assistance of their X-ray crystal structures rationalizes the solid-state fluorescence. One of the tested compounds displayed aggregation induced emission (AIE). First-principle-based quantum-chemical studies were carried out on complexes 1-6. Time-dependent DFT (TD-DFT) calculations support the experimental results. The participation of the anilido phenyl moiety and the fluorine atoms was found to be negligible in the LUMO orbitals. This journal is

原文英語
頁(從 - 到)1120-1129
頁數10
期刊Dalton Transactions
44
發行號3
DOIs
出版狀態已發佈 - 2014 十一月 24

ASJC Scopus subject areas

  • Inorganic Chemistry

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