Chloride ion recognition using thiourea/urea based receptors incorporated into 1,3-disubstituted calix[4]arenes

被引：57

作者：

Babu, J. Nagendra ^{[1
]}

Bhalla, Vandana ^{[1
]}

Kumar, Manoj ^{[1
]}

Puri, Rajiv Kumar ^{[1
]}

Mahajan, Rakesh K. ^{[1
]}

机构：

[1] Guru Nanak Dev Univ, UGC Ctr Adv Studies, Dept Chem, Amritsar, Punjab, India

来源：

NEW JOURNAL OF CHEMISTRY | 2009年 / 33卷 / 03期

关键词：

ANION-BINDING; SELECTIVE ELECTRODES; BULK OPTODES; UREA; DEPROTONATION; DERIVATIVES; CU2+; 1,3-ALTERNATE; COMPLEXATION; COORDINATION;

D O I：

10.1039/b816610b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

New calix[4] arene derivatives (3-5, 7-8) of cone and 1,3-alternate conformations possessing thiourea/urea moieties have been synthesized and examined for their anion recognition abilities towards different anions like fluoride, chloride, bromide, iodide, nitrate and acetate by H-1 NMR and UV-Vis spectroscopy. Fitting the changes in the absorption spectra using nonlinear regression analysis indicates that all these compounds have strong binding affinity for chloride ions. The stoichiometry of the hydrogen bonded complexes is 1 : 1 (H : G) for receptor 3-5, while it is 2 : 1 (H : G) with 7-8. Chloride ion selective electrodes (ISEs) were also formed which showed excellent selectivity over all other anions tested.

引用

页码：675 / 681

页数：7

共 70 条

[1] Chiral receptors for phosphate ions [J].

Amendola, V ;

Boiocchi, M ;

Esteban-Gómez, D ;

Fabbrizzi, L ;

Monzani, E .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2005, 3 (14) :2632-2639

[2] Anion receptors containing NH binding sites: Hydrogen-bond formation or neat proton transfer? [J].

Amendola, V ;

Boiocchi, M ;

Fabbrizzi, L ;

Palchetti, A .

CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (01) :120-127

[3] What anions do to N-H-containing receptors [J].

Amendola, Valeria ;

Esteban-Gomez, David ;

Fabbrizzi, Luigi ;

Licchelli, Maurizio .

ACCOUNTS OF CHEMICAL RESEARCH, 2006, 39 (05) :343-353

[4] Neutral anion receptors: design and application [J].

Antonisse, MMG ;

Reinhoudt, DN .

CHEMICAL COMMUNICATIONS, 1998, (04) :443-448

[5]

Ashcroft F.M., 2000, Ion Channels and Disease channelopathies

[6] A chloride selective sensor based on a calix[4]arene possessing a urea moiety [J].

Babu, J. Nagendra ;

Bhalla, Vandana ;

Kumar, Manoj ;

Mahajan, R. K. ;

Puri, Rajiv Kumar .

TETRAHEDRON LETTERS, 2008, 49 (17) :2772-2775

[7] Selective colorimetric sensing of cyanide ions over fluoride ions by calix[4]arene containing thiourea moieties [J].

Babu, J. Nagendra ;

Bhalla, Vandana ;

Kumar, Manoj ;

Singh, Hardev .

LETTERS IN ORGANIC CHEMISTRY, 2006, 3 (10) :787-793

[8] Mercuracarborand "anti-crown ether"-based chloride sensitive liquid/polymeric membrane electrodes [J].

Badr, IHA ;

Diaz, M ;

Hawthorne, MF ;

Bachas, LG .

ANALYTICAL CHEMISTRY, 1999, 71 (07) :1371-1377

[9] Selectivity of potentiometric ion sensors [J].

Bakker, E ;

Pretsch, E ;

Bühlmann, P .

ANALYTICAL CHEMISTRY, 2000, 72 (06) :1127-1133

[10] Carrier-based ion-selective electrodes and bulk optodes. 1. General characteristics [J].

Bakker, E ;

Buhlmann, P ;

Pretsch, E .

CHEMICAL REVIEWS, 1997, 97 (08) :3083-3132

← 1 2 3 4 5 6 7 →