Calix[4]arenes containing thiourea and amide moieties:: neutral receptors towards α,ω-dicarboxylate anions

被引：91

作者：

Liu, SY ^{[1
]}

He, YB ^{[1
]}

Wu, JL ^{[1
]}

Wei, LH ^{[1
]}

Qin, HJ ^{[1
]}

Meng, LZ ^{[1
]}

Hu, L ^{[1
]}

机构：

[1] Wuhan Univ, Dept Chem, Wuhan 430072, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2004年 / 2卷 / 11期

关键词：

D O I：

10.1039/b400140k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two-armed neutral anion receptors (4, 5), were prepared and examined for their anion-binding ability using UV-vis, fluorescence and H-1 NMR spectra in DMSO. The results of non-linear curve fitting indicate that 4 or 5 form 1 : 1 stoichiometric complexes with dicarboxylate anions by multiple hydrogen bonding interactions and the sensitivity for recognition of dicarboxylate depends on the chain length of these dicarboxylate anions. Receptors 4 and 5 have no binding ability with acetate, dihydrogen phosphate and the halogen (Cl-, Br-, I-) anions. This demonstrates that receptors 4 or 5 could be used as chemical sensors for some special dicarboxylate anions.

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页码：1582 / 1586

页数：5

相关论文

共 36 条

[1] Achieving large color changes in response to the presence of amino acids:: A molecular sensing ensemble with selectivity for aspartate [J].

Aït-Haddou, H ;

Wiskur, SL ;

Lynch, VM ;

Anslyn, EV .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (45) :11296-11297

[2] Anion recognition and luminescent sensing by new ruthenium(II) and rhenium(I) bipyridyl calix[4]diquinone receptors [J].

Beer, PD ;

Timoshenko, V ;

Maestri, M ;

Passaniti, P ;

Balzani, V ;

Balzani, B .

CHEMICAL COMMUNICATIONS, 1999, (17) :1755-1756

[3] ION-RESPONSIVE FLUORESCENT COMPOUNDS .4. EFFECT OF CATION BINDING ON THE PHOTOPHYSICAL PROPERTIES OF A COUMARIN LINKED TO MONOAZA-CROWN AND DIAZA-CROWN ETHERS [J].

BOURSON, J ;

POUGET, J ;

VALEUR, B .

JOURNAL OF PHYSICAL CHEMISTRY, 1993, 97 (17) :4552-4557

[4] Solid-state and solution studies of bis-carboxylate binding by bis-amidinium calix[4]arenes [J].

Camiolo, S ;

Gale, PA ;

Ogden, MI ;

Skelton, BW ;

White, AH .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2001, (08) :1294-1298

[5] A new fluoride selective fluorescent as well as chromogenic chemosensor containing a naphthalene urea derivative [J].

Cho, EJ ;

Moon, JW ;

Ko, SW ;

Lee, JY ;

Kim, SK ;

Yoon, J ;

Nam, KC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (41) :12376-12377

[6]

COLLINS EM, 1991, J CHEM SOC P1, V2, P3137

[7] Anion receptor chemistry: highlights from 1999 [J].

Gale, PA .

COORDINATION CHEMISTRY REVIEWS, 2001, 213 :79-128

[8] A substructure approach toward polymeric receptors targeting dihydrofolate reductase inhibitors.: 2.: Molecularly imprinted polymers against Z-L-glutamic acid showing affinity for larger molecules [J].

Hall, AJ ;

Achilli, L ;

Manesiotis, P ;

Quaglia, M ;

De Lorenzi, E ;

Sellergren, B .

JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (23) :9132-9135

[9] Anion receptors: A new class of amide/quaternized amine macrocycles and the chelate effect [J].

Hossain, MA ;

Kang, SO ;

Powell, D ;

Bowman-James, K .

INORGANIC CHEMISTRY, 2003, 42 (05) :1397-1399

[10] Chromogenic indoaniline armed-calix[4]azacrowns [J].

Kim, JS ;

Shon, OJ ;

Yang, SH ;

Kim, JY ;

Kim, MJ .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (18) :6514-6518

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