Circularly Polarized Luminescence of Boronic Acid-Derived Salicylidenehydrazone Complexes Containing Chiral Boron as Stereogenic Unit

被引:31
|
作者
Jimenez, Vicente G. [1 ]
Santos, Fabio M. F. [2 ]
Castro-Fernandez, Silvia [1 ]
Cuerva, Juan M. [1 ]
Gois, Pedro M. P. [2 ]
Pischel, Uwe [3 ,4 ]
Campana, Araceli G. [1 ]
机构
[1] Univ Granada, Dept Organ Chem, Campus Univ Fuentenueva, E-18071 Granada, Spain
[2] Univ Lisbon, Res Inst Med iMed ULisboa, Fac Pharm, Ave Prof Gama Pinto, P-1649003 Lisbon, Portugal
[3] Univ Huelva, CIQSO Ctr Res Sustainable Chem, Campus El Carmen S-N, E-21071 Huelva, Spain
[4] Univ Huelva, Dept Chem, Campus El Carmen S-N, E-21071 Huelva, Spain
来源
JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 22期
关键词
CHIROPTICAL PROPERTIES; ENANTIOSELECTIVE SYNTHESIS; ORGANIC-MOLECULES; FLUORESCENT; BODIPY; DYES; ABSORPTION; EFFICIENT; HELICENE; DESIGN;
D O I
10.1021/acs.joc.8b01844
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Racemic mixtures of boronic acid-derived salicylidenehydrazone (BASHY) complexes were enantiomerically resolved. The chiroptical properties of the stereoisomers, containing an asymmetric boron as the only stereogenic unit, are translated into mirror-imaged electronic circular dichroism spectra and circularly polarized luminescence (CPL, dissymmetry factors of 3-5 x 10(-4)) is observed. The spectral position of the CPL emission is determined by the push-pull character of the dye. These features expand the functional scope of the brightly emitting BASHY dye platform.
引用
收藏
页码:14057 / 14062
页数:6
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