Two-Photon Excited Fluorescent 3,3'-Diamino-5,5'-Diboryl-2,2'-Bithienyls Featuring a Quadrupolar Structure

被引：5

作者：

Chen, Xing-Yu ^{[1
]}

Liu, Zhi-Qiang ^{[2
]}

Zhao, Cui-Hua ^{[1
]}

机构：

[1] Shandong Univ, Sch Chem & Chem Engn, Shanda Nanlu 27, Jinan 250100, Peoples R China

[2] Shandong Univ, State Key Lab Crystal Mat, Shanda Nanlu 27, Jinan 250100, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2022年 / 28卷 / 24期

基金：

中国国家自然科学基金;

关键词：

3; 3'-diamino-5; 5'-diboryl-2; 2'-bithienyl; high cross section F; quadrupolar; triarylborane; two-photon absorption; SINGLE-PHOTON; TRIARYLBORANE CHROMOPHORES; TRIVALENT BORON; PI-A; ABSORPTION; ACCEPTOR; MOLECULES; DESIGN;

D O I：

10.1002/chem.202104432

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The quest for fluorophores exhibiting large two-photon absorption cross sections and high fluorescence efficiency is an important topic. Two 2,2'-bithienyl derivatives are disclosed which contain two N,N-disubstituted amino and two dimesitylboryl groups at 3,3'- and 5,5'-positions, respectively. Despite the great steric effect of amino groups, the bithienyl skeleton still adopts a coplanar geometry. Herein, they are characterized by a quadrupolar structure and display good fluorescence efficiency and large two-photon absorption cross sections up to 473 GM.

引用

页数：5

共 38 条

[1] A dual fluorescence temperature sensor based on perylene/exciplex interconversion [J].

Chandrasekharan, N ;

Kelly, LA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (40) :9898-9899

[2] The Synthesis and One- and Two-Photon Optical Properties of Dipolar, Quadrupolar and Octupolar Donor-Acceptor Molecules Containing Dimesitylboryl Groups [J].

Collings, Jonathan C. ;

Poon, Suk-Yue ;

Le Droumaguet, Celine ;

Charlot, Marina ;

Katan, Claudine ;

Palsson, Lars-Olof ;

Beeby, Andrew ;

Mosely, Jackie A. ;

Kaiser, Hanns Martin ;

Kaufmann, Dieter ;

Wong, Wai-Yeung ;

Blanchard-Desce, Mireille ;

Marder, Todd B. .

CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (01) :198-208

[3] Metal-organic frameworks for luminescence thermometry [J].

Cui, Yuanjing ;

Zhu, Fengliang ;

Chen, Banglin ;

Qian, Guodong .

CHEMICAL COMMUNICATIONS, 2015, 51 (35) :7420-7431

[4] Unexpected disruption of the dimensionality-driven two-photon absorption enhancement within a multipolar polypyridyl ruthenium complex series [J].

Durand, Nicolas ;

Mhanna, Rana ;

Savel, Paul ;

Akdas-Kilic, Huriye ;

Malval, Jean-Pierre ;

Soppera, Olivier ;

Fillaut, Jean-Luc .

CHEMICAL COMMUNICATIONS, 2020, 56 (84) :12801-12804

[5] Syntheses, structures, two-photon absorption cross-sections and computed second hyperpolarisabilities of quadrupolar A-π-A systems containing E-dimesitylborylethenyl acceptors [J].

Entwistle, Christopher D. ;

Collings, Jonathan C. ;

Steffen, Andreas ;

Palsson, Lars-Olof ;

Beeby, Andrew ;

Albesa-Jove, David ;

Burke, Jacquelyn M. ;

Batsanov, Andrei S. ;

Howard, Judith A. K. ;

Mosely, Jackie A. ;

Poon, Suk-Yue ;

Wong, Wai-Yeung ;

Ibersiene, Fatima ;

Fathallah, Sofiane ;

Boucekkine, Abdou ;

Halet, Jean-Francois ;

Marder, Todd B. .

JOURNAL OF MATERIALS CHEMISTRY, 2009, 19 (40) :7532-7544

[6] Thermally populated "bright'' states for wide-range and high temperature sensing in air [J].

Fang, Qiyun ;

Li, Jiewei ;

Li, Shayu ;

Duan, Ruihong ;

Wang, Shuangqing ;

Yi, Yuanping ;

Guo, Xudong ;

Qian, Yan ;

Huang, Wei ;

Yang, Guoqiang .

CHEMICAL COMMUNICATIONS, 2017, 53 (42) :5702-5705

[7] Optimization of Aqueous Stability versus π-Conjugation in Tetracationic Bis(triarylborane) Chromophores: Applications in Live-Cell Fluorescence Imaging [J].

Griesbeck, Stefanie ;

Ferger, Matthias ;

Czernetzi, Corinna ;

Wang, Chenguang ;

Bertermann, Ruediger ;

Friedrich, Alexandra ;

Haehnel, Martin ;

Sieh, Daniel ;

Taki, Masayasu ;

Yamaguchi, Shigehiro ;

Marder, Todd B. .

CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (32) :7679-7688

[8] Tuning the π-bridge of quadrupolar triarylborane chromophores for one- and two-photon excited fluorescence imaging of lysosomes in live cells [J].

Griesbeck, Stefanie ;

Michail, Evripidis ;

Wang, Chenguang ;

Ogasawara, Hiroaki ;

Lorenzen, Sabine ;

Gerstner, Lukas ;

Zang, Theresa ;

Nitsch, Joern ;

Sato, Yoshikatsu ;

Bertermann, Ruediger ;

Taki, Masayasu ;

Lambert, Christoph ;

Yamaguchi, Shigehiro ;

Marder, Todd B. .

CHEMICAL SCIENCE, 2019, 10 (20) :5405-5422

[9] Water-Soluble Triarylborane Chromophores for One- and Two-Photon Excited Fluorescence Imaging of Mitochondria in Cells [J].

Griesbeck, Stefanie ;

Zhang, Zuolun ;

Gutmann, Marcus ;

Luehmann, Tessa ;

Edkins, Robert M. ;

Clermont, Guillaume ;

Lazar, Adina N. ;

Haehnel, Martin ;

Edkins, Katharina ;

Eichhorn, Antonius ;

Blanchard-Desce, Mireille ;

Meinel, Lorenz ;

Marder, Todd B. .

CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (41) :14701-14706

[10]

Gyepes R., 2021, ORG LETT, V23, P5512

← 1 2 3 4 →