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

共 50 条

[21] Theoretical Investigation of the Circularly Polarized Luminescence of a Chiral Boron Dipyrromethene (BODIPY) Dye
Yang, Qin
Fuse, Marco
Bloino, Julien
FRONTIERS IN CHEMISTRY, 2020, 8
[22] Chiral tetracoordinate organoboranes based on double B←N bridged bipyridine with circularly polarized luminescence
Yang, Yue
Guo, Jiaxiang
Ye, Kaiqi
Dou, Chundong
MATERIALS CHEMISTRY FRONTIERS, 2022, 6 (05) : 600 - 606
[23] Controlling Circularly Polarized Luminescence Using Helically Structured Chiral Silica as a Nanosized Fused Quartz Cell
Sakai, Hinari
Yung, Tsz-Ming
Mure, Tomoki
Kurono, Naoki
Fujii, Syuji
Nakamura, Yoshinobu
Hayakawa, Teruaki
Li, Ming-Chia
Hirai, Tomoyasu
JACS AU, 2023, 3 (10): : 2698 - 2702
[24] Circularly polarized luminescence from chiral macrocycles and their supramolecular assemblies
Li, Tiejun
Zhu, Xuefeng
Ouyang, Guanghui
Liu, Minghua
MATERIALS CHEMISTRY FRONTIERS, 2023, 7 (18) : 3879 - 3903
[25] External environment sensitive circularly polarized luminescence properties of a chiral boron difluoride complex
Ikeshita, Masahiro
He, Hongxi
Kitahara, Maho
Imai, Yoshitane
Tsuno, Takashi
RSC ADVANCES, 2022, 12 (53) : 34790 - 34796
[26] Planar Chiral B-N Heteroarenes Based on [2.2]Paracyclophane as Circularly Polarized Luminescence Emitters
Chen, Chun-Hua
Zheng, Wen-Hua
ORGANIC LETTERS, 2021, 23 (14) : 5554 - 5558
[27] Chiral Binaphthyl[n]arene Gel: Controlled Gelation Ability and Stepwise Amplification of Circularly Polarized Luminescence
Sun, Zhihong
Zhong, Jintian
Tang, Hao
Wang, Lingyun
Cao, Derong
ADVANCED OPTICAL MATERIALS, 2025, 13 (06):
[28] Efficient polymer light-emitting diodes (PLEDs) based on chiral [Pt(C∧N)(N∧O)] complexes with near-infrared (NIR) luminescence and circularly polarized (CP) light
Fu, Guorui
He, Yani
Li, Wentao
Wang, Baowen
Lu, Xingqiang
He, Hongshan
Wong, Wai-Yeung
JOURNAL OF MATERIALS CHEMISTRY C, 2019, 7 (44) : 13743 - 13747
[29] Studies on Functionalization of N,O-Chelated Isoquinoline-Enol Boron Complexes
Huang, Jianjun
Wang, Yingchun
Van Hecke, Kristof
Pereshivko, Olga P.
Peshkov, Vsevolod A.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 2019 (14) : 2490 - 2497
[30] Circularly Polarized Luminescence from Chiral Supramolecular Polymer and Seeding Effect
Mukherjee, Anurag
Ghosh, Suhrit
CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (56) : 12874 - 12881

← 1 2 3 4 5 →