Circularly Polarized Luminescence from Helically Chiral N,N,O,O-Boron-Chelated Dipyrromethenes.

Circularly Polarized Luminescence from Helically Chiral N,N,O,O-Boron-Chelated Dipyrromethenes.
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DOI:
10.1002/chem.201504484
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发表时间:
2016-01-04
期刊:
Chemistry (Weinheim an der Bergstrasse, Germany)
影响因子:
--
通讯作者:
Hall MJ
Hall MJ
中科院分区:
其他
文献类型:
--
作者:
Alnoman RB;Rihn S;O'Connor DC;Black FA;Costello B;Waddell PG;Clegg W;Peacock RD;Herrebout W;Knight JG;Hall MJ

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螺旋手性N,N,O,O-硼螯合的二吡咯亚甲基在可见光谱的红色区域(λ em(max)从621至663 nm)显示出溶液相圆偏振发光(CPL)。 母体二吡咯亚甲基通过3,5-邻位-酚取代基与硼的O螯合而去对称化,从而在荧光团中诱导螺旋手性。高发光不对称因子的组合(|格卢姆|高达4.7 ×10−3)和荧光量子产率(Φ F高达0.73)从这些简单的小有机荧光团中产生了非常有效的圆偏振红色发射,使未来在CPL生物成像中的应用成为可能。
Helically chiral N,N,O,O‐boron chelated dipyrromethenes showed solution‐phase circularly polarized luminescence (CPL) in the red region of the visible spectrum (λ em(max) from 621 to 663 nm). The parent dipyrromethene is desymmetrised through O chelation of boron by the 3,5‐ortho‐phenolic substituents, inducing a helical chirality in the fluorophore. The combination of high luminescence dissymmetry factors (|g lum| up to 4.7 ×10−3) and fluorescence quantum yields (Φ F up to 0.73) gave exceptionally efficient circularly polarized red emission from these simple small organic fluorophores, enabling future application in CPL‐based bioimaging.