Anion sensing using colorimetric amidourea based receptors incorporated into a 1,3-disubstituted calix[4]arene

被引：109

作者：

Quinlan, Eoin

Matthews, Susan E. ^{[1
]}

Gunnlaugsson, Thorfinnur

机构：

[1] Univ Dublin Trinity Coll, Sch Chem, Ctr Synth & Chem Biol, Dublin 2, Ireland

[2] Univ E Anglia, Sch Chem Sci & Pharm, Norwich NR4 7TJ, Norfolk, England

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 52期

关键词：

D O I：

10.1016/j.tetlet.2006.10.112

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of amidourea-based colorimetric anion sensors I and 2 and the evaluation of these sensors using anions such as acetate (CH3CO2-), fluoride (F-), hydrogen phosphate (H2PO4-) and hydrogenpyrophosphate (pyr) in DMSO is described. While I has a single amidourea moiety, 2 has two such receptors incorporated into a lower-rim 1,3-disubstituted calix[4]arene scaffold. Whilst both sensors gave rise to red shifts in their absorption spectra upon anion recognition, the sensing of F- and pyr gave rise to large changes with concomitant colour changes from yellow to purple, which were visible to the naked eye. (c) 2006 Published by Elsevier Ltd.

引用

收藏

页码：9333 / 9338

页数：6

相关论文

共 58 条

[21] Synthesis and photophysical evaluation of charge neutral thiourea or urea based fluorescent PET sensors for bis-carboxylates and pyrophosphate [J].

Gunnlaugsson, T ;

Davis, AP ;

O'Brien, JE ;

Glynn, M .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2005, 3 (01) :48-56

[22] Delayed lanthanide luminescence sensing of aromatic carboxylates using heptadentate triamide Tb(III) cyclen complexes: the recognition of salicylic acid in water [J].

Gunnlaugsson, T ;

Harte, AJ ;

Leonard, JP ;

Nieuwenhuyzen, M .

CHEMICAL COMMUNICATIONS, 2002, (18) :2134-2135

[23] Fluorescent photoinduced electron transfer (PET) sensors for anions; From design to potential application [J].

Gunnlaugsson, T ;

Ali, HDP ;

Glynn, M ;

Kruger, PE ;

Hussey, GM ;

Pfeffer, FM ;

dos Santos, CMG ;

Tierney, J .

JOURNAL OF FLUORESCENCE, 2005, 15 (03) :287-299

[24] Colorimetric "naked eye" sensing of anions in aqueous solution [J].

Gunnlaugsson, T ;

Kruger, PE ;

Jensen, P ;

Tierney, J ;

Ali, HDP ;

Hussey, GM .

JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (26) :10875-10878

[25] Dual responsive chemosensors for anions: the combination of fluorescent PET (photoinduced electron transfer) and colorimetric chemosensors in a single molecule [J].

Gunnlaugsson, T ;

Kruger, PE ;

Lee, TC ;

Parkesh, R ;

Pfeffer, FM ;

Hussey, GM .

TETRAHEDRON LETTERS, 2003, 44 (35) :6575-6578

[26] Fluorescent photoinduced electron transfer (PET) sensing of anions using charge neutral chemosensors [J].

Gunnlaugsson, T ;

Davis, AP ;

Glynn, M .

CHEMICAL COMMUNICATIONS, 2001, (24) :2556-2557

[27] Design, synthesis and photophysical studies of simple fluorescent anion PET sensors using charge neutral thiourea receptors [J].

Gunnlaugsson, T ;

Davis, AP ;

Hussey, GM ;

Tierney, J ;

Glynn, M .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (13) :1856-1863

[28] Fluorescent sensing of pyrophosphate and bis-carboxylates with charge neutral PET chemosensors [J].

Gunnlaugsson, T ;

Davis, AP ;

O'Brien, JE ;

Glynn, M .

ORGANIC LETTERS, 2002, 4 (15) :2449-2452

[29] Simple naphthalimide based anion sensors:: deprotonation induced colour changes and CO2 fixation [J].

Gunnlaugsson, T ;

Kruger, PE ;

Jensen, P ;

Pfeffer, FM ;

Hussey, GM .

TETRAHEDRON LETTERS, 2003, 44 (49) :8909-8913

[30] The formation of luminescent supramolecular ternary complexes in water: Delayed luminescence sensing of aromatic carboxylates using coordinated unsaturated cationic heptadentate lanthanide ion complexes [J].

Gunnlaugsson, T ;

Harte, AJ ;

Leonard, JP ;

Nieuwenhuyzen, M .

SUPRAMOLECULAR CHEMISTRY, 2003, 15 (7-8) :505-+

← 1 2 3 4 5 6 →