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

被引：120

作者：

Alnoman, Rua B. ^{[1
]}

Rihn, Sandra ^{[1
]}

O'Connor, Daniel C. ^{[1
]}

Black, Fiona A. ^{[1
]}

Costello, Bernard ^{[2
]}

Waddell, Paul G. ^{[1
]}

Clegg, William ^{[1
]}

Peacock, Robert D. ^{[3
]}

Herrebout, Wouter ^{[4
]}

Knight, Julian G. ^{[1
]}

Hall, Michael J. ^{[1
]}

机构：

[1] Newcastle Univ, Sch Chem, Bedson Bldg, Newcastle Upon Tyne NE1 7RU, Tyne & Wear, England

[2] Appl Photophys Ltd, 21 Mole Business Pk, Leatherhead KT22 7BA, Surrey, England

[3] Univ Glasgow, Sch Chem, Joseph Black Bldg Univ Ave, Glasgow G12 8QQ, Lanark, Scotland

[4] Univ Antwerp, Dept Chem, Groenenborgerlaan 171, B-2020 Antwerp, Belgium

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2016年 / 22卷 / 01期

基金：

英国工程与自然科学研究理事会; 英国生物技术与生命科学研究理事会;

关键词：

absolute stereochemistry; BODIPYs; chirality; circularly polarized luminescence; luminescence; BODIPY DYES; CHIROPTICAL PROPERTIES; DESIGN; PROBES; QUINOXALINE; FLUORESCENT; DICHROISM; COMPLEXES; MOLECULES; CHEMISTRY;

D O I：

10.1002/chem.201504484

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Helically chiral N,N,O,O-boron chelated dipyrromethenes showed solution-phase circularly polarized luminescence (CPL) in the red region of the visible spectrum (lambda(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 (vertical bar g(lum)vertical bar up to 4.7 x 10(-3)) and fluorescence quantum yields (Phi(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.

引用

页码：93 / 96

页数：4

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