Time-Resolved Spectroscopic Study of the Defluorination and Cyclization Reactions of Lomefloxacin in Water
Su, T; Li, MD; Ma, J; Phillips, DL
2017
发表期刊JOURNAL OF PHYSICAL CHEMISTRY B
ISSN1520-6106
卷号121期号:17页码:4512-4520
文章类型期刊论文
摘要The mechanism of the defluorination reaction(s) of lomefloxacin (LF) upon light illumination was investigated by using ultrafast laser flash photolysis combined with transient resonance Raman spectroscopy in near neutral water solution. The zwitterionic configuration of LF was determined to be the main species present in the near neutral water solution and was the species that was photoexcited to initiate the photochemical reaction. Femtosecond transient absorption revealed that the first excited singlet state (S-1) of LF did not appreciably undergo intersystem crossing (ISC), and instead partially decayed to the ground state via fluorescence emission, and there was partial cleavage of the carbon fluorine bond at position 8 to produce a singlet LF aryl cation intermediate. The transient resonance Raman results provided a direct observation and vibrational spectral characterization of the singlet LF aryl cation species. Subsequently, the transformation from the singlet LF aryl cation to a triplet carbene via an ISC process was seen in nanosecond transient absorption spectra. Finally, the triplet carbene experienced a cyclization reaction with the N-ethyl chain to form a tricyclic product.
DOI10.1021/acs.jpcb.6b11267
收录类别SCI
语种英语
WOS记录号WOS:000400881300020
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文献类型期刊论文
条目标识符http://ir.sinap.ac.cn/handle/331007/27487
专题中科院上海应用物理研究所2011-2018年
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Su, T,Li, MD,Ma, J,et al. Time-Resolved Spectroscopic Study of the Defluorination and Cyclization Reactions of Lomefloxacin in Water[J]. JOURNAL OF PHYSICAL CHEMISTRY B,2017,121(17):4512-4520.
APA Su, T,Li, MD,Ma, J,&Phillips, DL.(2017).Time-Resolved Spectroscopic Study of the Defluorination and Cyclization Reactions of Lomefloxacin in Water.JOURNAL OF PHYSICAL CHEMISTRY B,121(17),4512-4520.
MLA Su, T,et al."Time-Resolved Spectroscopic Study of the Defluorination and Cyclization Reactions of Lomefloxacin in Water".JOURNAL OF PHYSICAL CHEMISTRY B 121.17(2017):4512-4520.
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