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

被引：1

作者：

Mace, Aurelie ^{[1
]}

Hamrouni, Khaoula ^{[1
,2
]}

Matozzo, Paola ^{[1
]}

Coehlo, Max ^{[3
]}

Firlej, Jakub ^{[4
]}

Aloui, Faouzi ^{[2
]}

Vanthuyne, Nicolas ^{[5
]}

Caytan, Elsa ^{[1
]}

Cordier, Marie ^{[1
]}

Pieters, Gregory ^{[3
]}

Srebro-Hooper, Monika ^{[4
]}

Berree, Fabienne ^{[1
]}

Carboni, Bertrand ^{[1
]}

Crassous, Jeanne ^{[1
]}

机构：

[1] Univ Rennes, CNRS, ISCR UMR 6226, ScanMAT UMS 2001, Rennes, France

[2] Univ Monastir, Fac Sci, Lab Asymmetr Synth & Mol Engn Organ Mat Organ Ele, Ave Environm, Monastir, Tunisia

[3] Univ Paris Saclay, Dept Medicaments & Technol Sante DMTS, SCBM, CEA, Gif Sur Yvette, France

[4] Jagiellonian Univ, Fac Chem, Krakow, Poland

[5] Aix Marseille Univ, CNRS, Cent Marseille, iSm2, Marseille, France

来源：

CHIRALITY | 2023年 / 35卷 / 04期

基金：

欧盟地平线“2020”;

关键词：

optical activity; axial chirality; planar chirality; boranil; density functional calculations; CIRCULARLY-POLARIZED LUMINESCENCE; BODIPY; DYES;

D O I：

10.1002/chir.23537

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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 BF2. 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.

引用

页码：227 / 246

页数：20

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