Conformation-Restricted Partially and Fully Fused BODIPY Dimers as Highly Stable Near-Infrared Fluorescent Dyes

Conformation-Restricted Partially and Fully Fused BODIPY Dimers as Highly Stable Near-Infrared Fluorescent Dyes
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构象限制的部分和完全融合的 BODIPY 二聚体作为高度稳定的近红外荧光染料

DOI:
10.1021/acs.orglett.5b02717
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发表时间:
2015
期刊:
影响因子:
5.2
通讯作者:
Jiao Lijuan
Jiao Lijuan
中科院分区:
化学1区
文献类型:
--
作者:
Wang Jun;Wu Qinghua;Wang Shaowu;Yu Changjiang;Li Jin;Hao Erhong;Wei Yun;Mu Xiaolong;Jiao Lijuan

文献摘要

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通过2-甲酰基吡咯与α,β-环己二烯稠合联吡咯的一锅缩合反应,合成了一系列高度稳定的构象受限的部分稠合和完全稠合BODIPY二聚体(α,β-环己二烯稠合和α,β-苯稠合二聚体)3.通过X射线分析、密度泛函理论(DFT)计算以及电化学和光学测量观察到这些稠合BODIPY二聚体上的π-共轭的有效扩展,如通过它们在近红外(NIR)范围(650至820 nm)内的强吸收和发射所证明的。
A set of highly stable conformation-restricted partially and fully fused BODIPY dimers (α,β-cyclohexadiene-fused and α,β-benzene-fused dimers) were synthesized from a one-pot condensation of 2-formylpyrroles with α,β-cyclohexadiene-fused bipyrrole3. Effective expansion of π-conjugation over these fused BODIPY dimers was observed by X-ray analysis, density functional theory (DFT) calculations, and electrochemical and optical measurements, as demonstrated by their strong absorption and emissions in the near-infrared (NIR) range (650 to 820 nm).