Fluorescent sensing of pyrophosphate and bis-carboxylates with charge neutral PET chemosensors

被引:463
作者
Gunnlaugsson, T [1 ]
Davis, AP
O'Brien, JE
Glynn, M
机构
[1] Univ Dublin Trinity Coll, Dept Chem, Dublin 2, Ireland
[2] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
关键词
D O I
10.1021/ol026004l
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHIC] The fluorescent photoinduced electron transfer (PET) chemosensors 2 and 3 were designed for the recognition of anions possessing two binding sides such as dicarboxylates and pyrophosphate; the anion recognition in DMSO takes place through the two charge neutral thiourea receptor sites with concomitant PET quenching of the anthracene moiety. The anion binding of acetate, phosphate, and pyrophosphate to 2 and 3 was also evaluated by using H-1 NMR in DMSO-d(6).
引用
收藏
页码:2449 / 2452
页数:4
相关论文
共 70 条
[1]   SYNTHESIS AND CHARACTERIZATION OF THE SODIUM AND LITHIUM CRYPTATES OF MACROBICYCLIC LIGANDS INCORPORATING PYRIDINE, BIPYRIDINE, AND BIISOQUINOLINE UNITS [J].
ALPHA, B ;
ANKLAM, E ;
DESCHENAUX, R ;
LEHN, JM ;
PIETRASKIEWICZ, M .
HELVETICA CHIMICA ACTA, 1988, 71 (05) :1042-1052
[2]   Pertosylated polyaza[n](9,10)anthracenophanes [J].
Altava, B ;
Burguete, MI ;
Escuder, B ;
Luis, SV ;
GarciaEspana, E ;
Munoz, MC .
TETRAHEDRON, 1997, 53 (07) :2629-2640
[3]   Molecular machines based on metal ion translocation [J].
Amendola, V ;
Fabbrizzi, L ;
Mangano, C ;
Pallavicini, P .
ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (06) :488-493
[4]   Second generation calixpyrrole anion sensors [J].
Anzenbacher, P ;
Jursíková, K ;
Sessler, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (38) :9350-9351
[5]   New "cholapod" anionophores; high-affinity halide receptors derived from cholic acid [J].
Ayling, AJ ;
Pérez-Payán, MN ;
Davis, AP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (50) :12716-12717
[6]   EXCIMER FLUORESCENCE .X. SPECTRAL STUDIES OF 9-METHYL AND 9,10-DIMETHYL ANTHRACENE [J].
BARNES, RL ;
BIRKS, JB .
PROCEEDINGS OF THE ROYAL SOCIETY OF LONDON SERIES A-MATHEMATICAL AND PHYSICAL SCIENCES, 1966, 291 (1427) :570-&
[7]   Anion selective recognition and optical/electrochemical sensing by novel transition-metal receptor systems [J].
Beer, PD .
CHEMICAL COMMUNICATIONS, 1996, (06) :689-696
[8]   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
[9]  
Beer PD, 2001, ANGEW CHEM INT EDIT, V40, P486, DOI 10.1002/1521-3773(20010202)40:3<486::AID-ANIE486>3.3.CO
[10]  
2-G