Corrole-BODIPY conjugates: enhancing the fluorescence and phosphorescence of the corrole complex via efficient through bond energy transfer

被引:14
作者
Chen, Wei [1 ]
Zhang, Jianfeng [2 ]
Mack, John [3 ]
Kubheka, Gugu [3 ]
Nyokong, Tebello [3 ]
Shen, Zhen [1 ]
机构
[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing Natl Lab Microstruct, Nanjing 210093, Jiangsu, Peoples R China
[2] Second Peoples Hosp Nanjing, Nanjing 210003, Jiangsu, Peoples R China
[3] Rhodes Univ, Dept Chem, ZA-6140 Grahamstown, South Africa
基金
中国国家自然科学基金;
关键词
MAGNETIC CIRCULAR-DICHROISM; PI-ELECTRON SYSTEMS; ALGEBRAIC-SOLUTION; B-TERMS; PORPHYRIN; DYES; MCD; PERIMETER; DESIGN; ROUTE;
D O I
10.1039/c5ra07250f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New corrole-BODIPY conjugates have been synthesized in high yield under mild conditions. Upon excitation at the absorption maximum of the BODIPY antenna chromophore, the fluorescence intensity of the free base corrole-BODIPY conjugate increases by ca. 300%, and significant phosphorescence intensity is observed for the iridium(III) complex of the conjugate, while almost no phosphorescence is observed for the parent iridium(III) corrole, due to through-bond energy transfer from the BODIPY antenna-chromophore to the corrole core.
引用
收藏
页码:50962 / 50967
页数:6
相关论文
共 34 条
[1]   Fluorescence Lifetime Measurements and Biological Imaging [J].
Berezin, Mikhail Y. ;
Achilefu, Samuel .
CHEMICAL REVIEWS, 2010, 110 (05) :2641-2684
[2]   Fluorescent indicators based on BODIPY [J].
Boens, Noel ;
Leen, Volker ;
Dehaen, Wim .
CHEMICAL SOCIETY REVIEWS, 2012, 41 (03) :1130-1172
[3]   Slow and Fast Singlet Energy Transfers in BODIPY-gallium(III)corrole Dyads Linked by Flexible Chains [J].
Brizet, Bertrand ;
Desbois, Nicolas ;
Bonnot, Antoine ;
Langlois, Adam ;
Dubois, Adrien ;
Barbe, Jean-Michel ;
Gros, Claude P. ;
Goze, Christine ;
Denat, Franck ;
Harvey, Pierre D. .
INORGANIC CHEMISTRY, 2014, 53 (07) :3392-3403
[4]   Development of bioinspired artificial photosynthetic systems [J].
Fukuzumi, Shunichi .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2008, 10 (17) :2283-2297
[5]  
Gouterman M., 1978, PORPHYRINS, VIII., DOI DOI 10.1016/B978-0-12-220103-5.50008-8
[6]   A simple and versatile one-pot synthesis of meso-substituted trans-A2B-corroles [J].
Gryko, DT ;
Jadach, K .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (12) :4267-4275
[7]   Gram-Scale Synthesis of Nickel(II) Norcorrole: The Smallest Antiaromatic Porphyrinoid [J].
Ito, Tomohiro ;
Hayashi, Yosuke ;
Shimizu, Soji ;
Shin, Ji-Young ;
Kobayashi, Nagao ;
Shinokubo, Hiroshi .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (34) :8542-8545
[8]   Syntheses and spectroscopic properties of energy transfer systems based on squaraines [J].
Jiao, GS ;
Loudet, A ;
Lee, HB ;
Kalinin, S ;
Johansson, LBÅ ;
Burgess, K .
TETRAHEDRON, 2003, 59 (17) :3109-3116
[9]   Electron vs Energy Transfer in Arrays Featuring Two Bodipy Chromophores Axially Bound to a Sn(IV) Porphyrin via a Phenolate or Benzoate Bridge [J].
Lazarides, Theodore ;
Kuhri, Susanne ;
Charalambidis, Georgios ;
Panda, Manas K. ;
Guldi, Dirk M. ;
Coutsolelos, Athanassios G. .
INORGANIC CHEMISTRY, 2012, 51 (07) :4193-4204
[10]   Synthesis of Meso-Halogenated BODIPYs and Access to Meso-Substituted Analogues [J].
Leen, Volker ;
Yuan, Peijia ;
Wang, Lina ;
Boens, Noel ;
Dehaen, Wim .
ORGANIC LETTERS, 2012, 14 (24) :6150-6153