Efficient modification of pyrene-derivative featuring third-order   nonlinear optics via the click post-functionalization

doi:10.1016/j.tetlet.2013.06.121

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	Efficient modification of pyrene-derivative featuring third-order nonlinear optics via the click post-functionalization
	Jin, Zhaokui ; Wang, Dong ; Wang, Xiangke ; Liang, Pengxia ; Mi, Yongsheng ; Yang, Huai
刊名	四面体通讯
	2013
关键词	Click chemistry [2+2] Cycloaddition Donor-acceptor systems Pyrene derivative Third-order nonlinear optical
DOI	10.1016/j.tetlet.2013.06.121
英文摘要	A series of pyrene derivatives featuring nonplanar structures of N,N-didodecylanilino-substituted donor and TCNE/TCNQ adduct acceptors have been efficiently synthesized via formal [2+2] cycloaddition. As the efficient click by TCNE and TCNQ, the products show strong charge-transfer (CT) bands in the visible (near-IR region), potent redox activities, and related photophysical properties. UV/vis spectra and electrochemical studies show that the CT properties of these systems are readily tunable by strong cyano acceptor introduction on the nucleophile, which have a larger effect on the lowest unoccupied molecular orbital (LUMO). In particular, compared with the adduct of TCNE, the product clicked with TCNQ possessed a stronger D-A conjugation and bulkier pi spacers. The TCNQ product also has a larger third-order nonlinear optical property which was characterized by Z-scan experiments. This could point to potentially interesting applications of the new pyrene derivatives in optoelectronic devices and develop the new modification process for the design of different pyrene-based molecular electronic devices. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.; Chemistry, Organic; SCI(E); 2; ARTICLE; 36; 4859-4864; 54
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/220771]
专题	工学院
推荐引用方式 GB/T 7714	Jin, Zhaokui,Wang, Dong,Wang, Xiangke,et al. Efficient modification of pyrene-derivative featuring third-order nonlinear optics via the click post-functionalization[J]. 四面体通讯,2013.
APA	Jin, Zhaokui,Wang, Dong,Wang, Xiangke,Liang, Pengxia,Mi, Yongsheng,&Yang, Huai.(2013).Efficient modification of pyrene-derivative featuring third-order nonlinear optics via the click post-functionalization.四面体通讯.
MLA	Jin, Zhaokui,et al."Efficient modification of pyrene-derivative featuring third-order nonlinear optics via the click post-functionalization".四面体通讯 (2013).