Wang Jun, Wu Qinghua, Wang Shaowu, Yu Changjiang, Li Jin, Hao Erhong, Wei Yun, Mu Xiaolong, Jiao Lijuan
Laboratory of Functional Molecular Solids, Ministry of Education; Anhui Laboratory of Molecule-Based Materials; School of Chemistry and Materials Science, Anhui Normal University , Wuhu, Anhui, China , 241000.
Org Lett. 2015 Nov 6;17(21):5360-3. doi: 10.1021/acs.orglett.5b02717. Epub 2015 Oct 15.
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 bipyrrole 3. 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).
通过2-甲酰基吡咯与α,β-环己二烯稠合的联吡咯3一锅缩合反应,合成了一组高度稳定的构象受限的部分和完全稠合的BODIPY二聚体(α,β-环己二烯稠合和α,β-苯稠合二聚体)。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π共轭的有效扩展,这体现在它们在近红外(NIR)范围(650至820 nm)有强烈的吸收和发射。