Triarylborane substituted naphthalimide as a fluoride and cyanide ion sensor

被引：42

作者：

Reddy, T. Sheshashena ^{[1
]}

Maragani, Ramesh ^{[1
]}

Misra, Rajneesh ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Indore 452017, Madhya Pradesh, India

来源：

DALTON TRANSACTIONS | 2016年 / 45卷 / 06期

关键词：

3-COORDINATE ORGANOBORON COMPOUNDS; AMORPHOUS MOLECULAR MATERIALS; PI-ELECTRON SYSTEMS; 2-PHOTON-EXCITED FLUORESCENCE; STRUCTURAL-CHARACTERIZATION; OPTOELECTRONIC MATERIALS; OPTICAL-PROPERTIES; CATIONIC BORANES; CHARGE-TRANSFER; SINGLE-PHOTON;

D O I：

10.1039/c5dt04039f

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Triarylborane substituted naphthalimide 3 was designed and synthesized by the Sonogashira cross-coupling reaction. The electronic absorption and emission spectra of the triarylborane naphthalimide 3 show red shifted absorption and emission as compared to 4-bromonaphthalimide 2. The sensing behaviour of 3 was studied for different anions. The triarylborane naphthalimide 3 selectively detects F-and CN-ions in the presence of Cl-, Br-, I- and NO2- ions. The effect of F-and CN-ions on the structure of 3 was studied by performing DFT calculations. The theoretical calculations show good agreement with the experimental results. The detection limits for F- and CN- were found to be 2.01 x 10(-10) M and 3.94 x 10(-10) M respectively.

引用

页码：2549 / 2553

页数：5

共 57 条

[1] Fluoride induces apoptosis by capase-3 activation in human leukemia HL-60 cells [J].

Anuradha, CD ;

Kanno, S ;

Hirano, S .

ARCHIVES OF TOXICOLOGY, 2000, 74 (4-5) :226-230

[2] Molecular mechanisms of fluoride toxicity [J].

Barbier, Olivier ;

Arreola-Mendoza, Laura ;

Maria Del Razo, Luz .

CHEMICO-BIOLOGICAL INTERACTIONS, 2010, 188 (02) :319-333

[3] Fluoride toxicity to aquatic organisms: a review [J].

Camargo, JA .

CHEMOSPHERE, 2003, 50 (03) :251-264

[4] Blue two-photon excited fluorescence of several D-π-D, A-π-A, and D-π-A compounds featuring dimesitylboryl acceptor [J].

Cao, DX ;

Liu, ZQ ;

Fang, Q ;

Xu, GB ;

Xue, G ;

Liu, GQ ;

Yu, WT .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2004, 689 (13) :2201-2206

[5] Metal-free catalytic hydrogenation [J].

Chase, Preston A. ;

Welch, Gregory C. ;

Jurca, Titel ;

Stephan, Douglas W. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (42) :8050-8053

[6] Lewis Acidity Enhancement of Triarylboranes via Peripheral Decoration with Cationic Groups [J].

Chiu, Ching-Wen ;

Kim, Youngmin ;

Gabbai, Francois P. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (01) :60-+

[7] Computational Study of Ferrocene-Based Molecular Frameworks with 2,5-Diethynylpyridine as a Chemical Bridge [J].

Ding, Feizhi ;

Chen, Shaowei ;

Wang, Haobin .

MATERIALS, 2010, 3 (04) :2668-2683

[8] A novel class of emitting amorphous molecular materials with bipolar character for electroluminescence [J].

Doi, H ;

Kinoshita, M ;

Okumoto, K ;

Shirota, Y .

CHEMISTRY OF MATERIALS, 2003, 15 (05) :1080-1089

[9] Colorimetric and fluorescent anion sensors: an overview of recent developments in the use of 1,8-naphthalimide-based chemosensors [J].

Duke, Rebecca M. ;

Veale, Emma B. ;

Pfeffer, Frederick M. ;

Kruger, Paul E. ;

Gunnlaugsson, Thorfinnur .

CHEMICAL SOCIETY REVIEWS, 2010, 39 (10) :3936-3953

[10] A new design strategy for organic optoelectronic materials by lateral boryl substitution [J].

Elbing, Mark ;

Bazan, Guillermo C. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (05) :834-838

← 1 2 3 4 5 6 →