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圆偏振荧光螺旋硼烷:合成、光物理和手性光学性质。

Circularly Polarized Fluorescent Helicene-Boranils: Synthesis, Photophysical and Chiroptical Properties.

机构信息

Univ Rennes, CNRS, ISCR-UMR 6226, Université de Rennes 1, Campus de Beaulieu, 35042, Rennes Cedex, France.

University of Monastir, Faculty of Sciences, Laboratory of Asymmetric Synthesis and Molecular Engineering of Materials for Organic Electronics (LR18ES19), Avenue of Environment, 5019, Monastir, Tunisia.

出版信息

Chemistry. 2021 May 20;27(29):7959-7967. doi: 10.1002/chem.202100356. Epub 2021 Apr 22.

Abstract

Mono- and di-boranil-substituted helicenes were prepared by BF -borylation of the corresponding anils, readily synthesized by condensation of 2-amino- and 2,15-diamino-helicenes with 4-(diethylamino)salicylaldehyde. After enantiomeric resolution using HPLC, their chiroptical properties including circularly polarized fluorescence in solution and in PMMA films were investigated and rationalized with the help of NMR, X-ray and quantum-chemical calculations.

摘要

单硼和二硼取代的并苯通过相应苯胺的 BF3-硼化反应制备,这些苯胺很容易通过 2-氨基和 2,15-二氨基并苯与 4-(二乙氨基)水杨醛缩合合成。使用 HPLC 进行对映体拆分后,研究了它们的手性光学性质,包括溶液和 PMMA 薄膜中的圆偏振荧光,并借助 NMR、X 射线和量子化学计算进行了合理化。

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