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

被引：22

作者：

Mace, Aurelie ^{[1
]}

Hamrouni, Khaoula ^{[1
,2
]}

Gauthier, Etienne S. ^{[1
]}

Jean, Marion ^{[3
]}

Vanthuyne, Nicolas ^{[3
]}

Frederic, Lucas ^{[4
]}

Pieters, Gregory ^{[4
]}

Caytan, Elsa ^{[1
]}

Roisnel, Thierry ^{[1
]}

Aloui, Faouzi ^{[2
]}

Srebro-Hooper, Monika ^{[5
]}

Carboni, Bertrand ^{[1
]}

Berree, Fabienne ^{[1
]}

Crassous, Jeanne ^{[1
]}

机构：

[1] Univ Rennes 1, Univ Rennes, CNRS, ISCR UMR 6226, Campus Beaulieu, F-35042 Rennes, France

[2] Univ Monastir, Fac Sci, Lab Asymmetr Synth & Mol Engn Mat Organ Elect LR1, LR18ES19, Ave Environm 5019, Monastir 5019, Tunisia

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

[4] Univ Paris Saclay, Dept Medicaments & Technol Sante DMTS, SCBM, CEA, F-91191 Gif Sur Yvette, France

[5] Jagiellonian Univ, Fac Chem, Gronostajowa 2, PL-30387 Krakow, Poland

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2021年 / 27卷 / 29期

关键词：

boranil; chirality; circularly polarized luminescence; helicene; quantum chemistry; ENANTIOSELECTIVE SYNTHESIS; LUMINESCENCE; DERIVATIVES; DICHROISM; MOLECULES; LIGHT; MODULATION; RED;

D O I：

10.1002/chem.202100356

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Mono- and di-boranil-substituted helicenes were prepared by BF2-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.

引用

页码：7959 / 7967

页数：9

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