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平面手性和轴向手性硼烷的合成、结构表征和手性光学性质。

Synthesis, structural characterization, and chiroptical properties of planarly and axially chiral boranils.

机构信息

Université de Rennes, CNRS, ISCR-UMR 6226, ScanMAT-UMS 2001, Rennes, France.

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

出版信息

Chirality. 2023 Apr;35(4):227-246. doi: 10.1002/chir.23537. Epub 2023 Feb 3.

DOI:10.1002/chir.23537
PMID:36735567
Abstract

2-Amino[2.2]paracyclophane reacts with salicylaldehyde or 2-hydroxyacetophenone to yield imines that then give access to a new series of boranils (8b-d) upon complexation with BF . These novel boron-containing compounds display both planar and axial chiralities and were examined experimentally and computationally. In particular, their photophysical and chiroptical properties were studied and compared to newly prepared, simpler boranils (9a-d) exhibiting axial chirality only. Less sophisticated chiral architectures were shown to demonstrate overall stronger circularly polarized luminescence (CPL) activity.

摘要

2-氨基[2.2]对环芳烷与水杨醛或 2-羟基苯乙酮反应生成亚胺,然后与 BF 络合得到一系列新的硼烷(8b-d)。这些新型含硼化合物具有平面和轴向手性,并通过实验和计算进行了研究。特别是,研究了它们的光物理和手性光学性质,并与新制备的仅具有轴向手性的简单硼烷(9a-d)进行了比较。显示出结构不太复杂的手性结构总体上具有更强的圆偏振发光(CPL)活性。

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