Effect of halogen bonding on supramolecular assembly and photophysical properties of diaryl oxalates |
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Authors: | Dong-En Wu Yang-Hui Luo Man-Ning Wang Qing-Ling Liu Gao-Ju Wen Ling-Jun Zhu Chang-Po Fan Bai-Wang Sun |
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Institution: | 1.School of Chemistry and Chemical Engineering,Southeast University,Nanjing,People’s Republic of China;2.College of Cheng-xian,Southeast University,Nanjing,People’s Republic of China |
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Abstract: | In order to determine the effect of halogen bonding on supramolecular assemblies and photophysical properties of diaryl oxalates, diaryl oxalate itself and its derivatives with fluorine, chlorine, bromine, and iodine substituents in the p-position of phenyl rings were studied and compared. Their single-crystal structures were studied by geometrical analysis and theoretical calculation. The study reveals that different halogen bonds are formed with respect to different halogen atoms, such as C…F and X…X (bromine and iodine atoms) interactions, and molecular stacking modes would be affected by halogen bonds directly. Comparative studies of photophysical properties in dilute solution and solid state indicate that halogen substitutions would not affect the emission processes of diaryl oxalates in dilute solution; this is not the case for their solid state. This work has demonstrated that halogen bonds play an important role in regulating structures and photophysical properties of diaryl oxalates. |
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