8-AminoBODIPYs: Cyanines or Hemicyanines? The Effect of the Coplanarity of the Amino Group on Their Optical Properties

被引:79
作者
Osorio-Martinez, Carlos A. [2 ]
Urias-Benavides, Arlette [2 ]
Azael Gomez-Duran, C. F. [2 ]
Banuelos, Jorge [1 ]
Esnal, Ixone [1 ]
Lopez Arbeloa, Inigo [1 ]
Pena-Cabrera, Eduardo [2 ]
机构
[1] Univ Basque Country, EHU, Dept Quim Fis, E-48080 Bilbao, Spain
[2] Univ Guanajuato, Dept Quim, Guanajuato 36050, Gto, Mexico
关键词
BODIPY DYES; CHARGE-TRANSFER; DERIVATIVES; FLUORESCENT; CHEMISTRY;
D O I
10.1021/jo300724m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The role of the amino group twisting ability in the BODIPY photophysics for nonsterically hindered and constrained molecular structures was studied. When a coplanar disposition of the amino and the BODIPY core is feasible, a hemicyanine-like delocalized pi-system gives rise to novel blue and efficient BODIPY laser dyes. The key role of such rotamer is confirmed by newly synthesized derivatives where the amino and the BODIPY core are electronically decoupled by steric repulsions.
引用
收藏
页码:5434 / 5438
页数:5
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