Multifunctional Imidazobenzothiadiazole Probe Displaying Solvatofluorochromism and Ability To Form Ion-Pair Complexes in Solid State and in Solution

被引：9

作者：

Alfonso, Maria ^{[1
]}

Fernandez, Israel ^{[2
]}

Tarraga, Alberto ^{[1
]}

Molina, Pedro ^{[1
]}

机构：

[1] Univ Murcia, Fac Quim, Dept Quim Organ, E-30100 Murcia, Spain

[2] Univ Complutense Madrid, Fac Ciencias Quim, Dept Quim Organ 1, E-28040 Madrid, Spain

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 10期

关键词：

ABSORPTION CROSS-SECTIONS; SOLVATOCHROMIC DYES; RED-FLUORESCENT; RECEPTORS; DONOR; RECOGNITION;

D O I：

10.1021/acs.orglett.5b00895

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Fluorescent solid 5-pyridylimidazobenzothiadiazole displays a remarkable solvatofluorochromism and with Zn(AcO)(2) and Cd(AcO)(2), either in solution or under solvent-free conditions, forms ion-pair complexes that in the solid state can be discriminated and separated by fluorescence measurements and selective extraction with diethyl ether or chloroform.

引用

页码：2374 / 2377

页数：4

共 26 条

[1] Heteroditopic ligands based on ferrocenyl benzimidazoles fused to an additional diaza heterocyclic ring system [J].

Alfonso, Maria ;

Sola, Antonia ;

Caballero, Antonio ;

Tarraga, Alberto ;

Molina, Pedro .

DALTON TRANSACTIONS, 2009, (43) :9653-9658

[2]

[Anonymous], 2005, SPECF 32 GLOB AN SYS

[3] Dysregulation of transition metal ion homeostasis is the molecular basis for cadmium toxicity in Streptococcus pneumoniae [J].

Begg, Stephanie L. ;

Eijkelkamp, Bart A. ;

Luo, Zhenyao ;

Counago, Rafael M. ;

Morey, Jacqueline R. ;

Maher, Megan J. ;

Ong, Cheryl-lynn Y. ;

McEwan, Alastair G. ;

Kobe, Bostjan ;

O'Mara, Megan L. ;

Paton, James C. ;

McDevitt, Christopher A. .

NATURE COMMUNICATIONS, 2015, 6

[4] Vacuum-Deposited Small-Molecule Organic Solar Cells with High Power Conversion Efficiencies by Judicious Molecular Design and Device Optimization [J].

Chen, Yi-Hong ;

Lin, Li-Yen ;

Lu, Chih-Wei ;

Lin, Francis ;

Huang, Zheng-Yu ;

Lin, Hao-Wu ;

Wang, Po-Han ;

Liu, Yi-Hung ;

Wong, Ken-Tsung ;

Wen, Jianguo ;

Miller, Dean J. ;

Darling, Seth B. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (33) :13616-13623

[5] Diversity-Oriented Facile Access to Highly Fluorescent Membrane-Permeable Benz[c,d]indole N-Heteroarene BF2 Dyes [J].

Cheng, Chi ;

Gao, Naixun ;

Yu, Changjiang ;

Wang, Zhaoyun ;

Wang, Jun ;

Hao, Erhong ;

Wei, Yun ;

Mu, Xiaolong ;

Tian, Yanli ;

Ran, Chongzhao ;

Jiao, Lijuan .

ORGANIC LETTERS, 2015, 17 (02) :278-281

[6] Highly sensitive determination of low-level water content in organic solvents using novel solvatochromic dyes based on thioxanthone [J].

Ding, Li ;

Zhang, Zhiyun ;

Li, Xin ;

Su, Jianhua .

CHEMICAL COMMUNICATIONS, 2013, 49 (66) :7319-7321

[7] Pyrene-Based Materials for Organic Electronics [J].

Figueira-Duarte, Teresa M. ;

Muellen, Klaus .

CHEMICAL REVIEWS, 2011, 111 (11) :7260-7314

[8] Mechanochemistry: opportunities for new and cleaner synthesis [J].

James, Stuart L. ;

Adams, Christopher J. ;

Bolm, Carsten ;

Braga, Dario ;

Collier, Paul ;

Friscic, Tomislav ;

Grepioni, Fabrizia ;

Harris, Kenneth D. M. ;

Hyett, Geoff ;

Jones, William ;

Krebs, Anke ;

Mack, James ;

Maini, Lucia ;

Orpen, A. Guy ;

Parkin, Ivan P. ;

Shearouse, William C. ;

Steed, Jonathan W. ;

Waddell, Daniel C. .

CHEMICAL SOCIETY REVIEWS, 2012, 41 (01) :413-447

[9] Novel 2,1,3-benzothiadiazole-based red-fluorescent dyes with enhanced two-photon absorption cross-sections [J].

Kato, S ;

Matsumoto, T ;

Shigeiwa, M ;

Gorohmaru, H ;

Maeda, S ;

Ishi-i, T ;

Mataka, S .

CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (08) :2303-2317

[10] Strongly red-fluorescent novel donor-π-bridge-acceptor-π-bridge-donor (D-π-A-π-D) type 2,1,3-benzothiadiazoles with enhanced two-photon absorption cross-sections [J].

Kato, S ;

Matsumoto, T ;

Ishi, T ;

Thiemann, T ;

Shigeiwa, M ;

Gorohmaru, H ;

Maeda, S ;

Yamashita, Y ;

Mataka, S .

CHEMICAL COMMUNICATIONS, 2004, (20) :2342-2343

← 1 2 3 →