Citation: Ou Yaping, Zhang Jing, Yu Jiangxi, Zhu Xiaoming. Synthesis, Spectral Properties and Theoretical Studies of 1, 4-Bis[2-(4-pyridyl) ethenyl]benzene Derivatives[J]. Chinese Journal of Organic Chemistry, ;2017, 37(2): 394-402. doi: 10.6023/cjoc201606040 shu

Synthesis, Spectral Properties and Theoretical Studies of 1, 4-Bis[2-(4-pyridyl) ethenyl]benzene Derivatives

Ou Yaping ^a,*,, ,
Zhang Jing ^b ,
Yu Jiangxi ^a ,
Zhu Xiaoming ^a

a.
Key Laboratory of Functional Organometallic Materials of Hunan Province College, College of Chemistry and Material Science, Hengyang Normal University; Hengyang 421008
b.
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, Central China Normal University, Wuhan 430079

Corresponding author: Ou Yaping, ouyaping@hynu.edu.cn
Received Date: 29 June 2016
Revised Date: 2 September 2016

Fund Project: the Opening Subjects of Key Laboratory of Functional Organometallic Materials of Hunan Province GN15K05the Scientific Research Foundation of the Hengyang Normal University 14B23

Figures(12)

Four asymmetric hydrogen-bond acceptors of 1, 4-bis[2-(4-pyridyl) ethenyl]benzene derivatives with higher yields were synthesized through the classical Witting-Horner and Sonogashira cross-coupling reactions, and their structures and spectral properties were investigated. The series of compounds all have been characterized by NMR, MS and element analysis. Crystal structures indicated that the conformation of hydrogen-bond self-assemble may be change due to the hindrance effect from the arylacetyl group in o-position of benzene. UV-Vis spectra combined with time-dependent density functional theory (TDDFT) calculation results showed that target compounds all display a strong π→π^* and ICT transition absorptions. Fluorescence spectrum indicated that gradual increasing of conjugate systems make their emission peak tend to a red shift, which is conducive to π-π accumulation. Above results will provide certain synthetic basis and theoretical foundation for subsequent studies about regioselectivity of hydrogen-bond self-assemble and cyclization reactions from light.
- Asymmetric hydrogen-bond acceptor,
- 1, 4-Bis[2-(4-pyridyl) ethenyl]benzene,
- Crystal structure,
- Spectral properties
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