Synthesis and photophysical properties of dansyl-based polyamine ligands and their Zn(II) complexes

被引:35
作者
Parola, A. Jorge [1 ]
Lima, Joao Carlos
Pina, Fernando
Pina, Joao
de Melo, Joao Seixas
Soriano, Conxa
Garcia-Espana, Enrique
Aucejo, Ricardo
Alarcon, Javier
机构
[1] Univ Nova Lisboa, Fac Ciencias & Tecnol, Dept Quim, REQUIMTE, P-2829516 Monte De Caparica, Portugal
[2] Univ Coimbra, Fac Ciencias & Tecnol, Dept Quim, P-3004535 Coimbra, Portugal
[3] Univ Valencia, Fac Farm, ICMOL, Dept Quim Organ, E-46100 Burjassot, Valencia, Spain
[4] Univ Valencia, Dept Quim Inorgan, ICMOL, Burjassot 46071, Valencia, Spain
[5] Univ Valencia, Dept Quim Inorgan, Burjassot 46100, Valencia, Spain
关键词
dansyl; polyamine ligands; pyridine ligands; Zn(II) complexes; chemosensors; fluorescence;
D O I
10.1016/j.ica.2006.11.006
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The synthesis, potentiometric studies and photophysical properties of two new polyamine ligands (L1 and L2) possessing the dansyl chromophore were studied in aqueous 0.15 M NaCl. The compounds show the absorption and emissions bands characteristic of the dansylamide fluorophore and both present intramolecular excited state proton transfer at intermediate pH ranges. One of the ligands (L2) strongly coordinates Zn(II) leading to fluorescence quenching. A model compound (L3) of the dansyl moiety was also investigated. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:1200 / 1208
页数:9
相关论文
共 46 条
[11]   Luminescent dendrimers as ligands for metal ions [J].
Ceroni, P ;
Vicinelli, V ;
Maestri, M ;
Balzani, V ;
Lee, SK ;
van Heyst, J ;
Gorka, M ;
Vögtle, F .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2004, 689 (24) :4375-4383
[12]   A tetra-sulfonamide derivative bearing two dansyl groups designed as a new fluoride selective fluorescent chemosensor [J].
Chen, CF ;
Chen, QY .
TETRAHEDRON LETTERS, 2004, 45 (20) :3957-3960
[13]   CHEMICAL COMMUNICATION IN WATER USING FLUORESCENT CHEMOSENSORS [J].
CZARNIK, AW .
ACCOUNTS OF CHEMICAL RESEARCH, 1994, 27 (10) :302-308
[14]   Spectroscopy and photophysics of 4-and 7-hydroxycoumarins and their thione analogs [J].
de Melo, JS ;
Fernandes, PF .
JOURNAL OF MOLECULAR STRUCTURE, 2001, 565 :69-78
[15]   Direct visual indication of pH windows: 'Off-on-off' fluorescent PET (photoinduced electron transfer) sensors switches [J].
de Silva, AP ;
Gunaratne, HQN ;
McCoy, CP .
CHEMICAL COMMUNICATIONS, 1996, (21) :2399-2400
[16]   Signaling recognition events with fluorescent sensors and switches [J].
de Silva, AP ;
Gunaratne, HQN ;
Gunnlaugsson, T ;
Huxley, AJM ;
McCoy, CP ;
Rademacher, JT ;
Rice, TE .
CHEMICAL REVIEWS, 1997, 97 (05) :1515-1566
[17]  
DEMAS JN, 1971, J PHYS CHEM-US, V75, P991, DOI 10.1021/j100678a001
[18]   A fluorescent photoinduced electron transfer sensor for cations with an off-on-off proton switch [J].
deSilva, SA ;
Zavaleta, A ;
Baron, DE ;
Allam, O ;
Isidor, EV ;
Kashimura, N ;
Percarpio, JM .
TETRAHEDRON LETTERS, 1997, 38 (13) :2237-2240
[19]  
Desvergne J.-P., 1997, CHEMOSENSORS ION MOL
[20]   An 'off-on-off' fluorescent sensor for pH based on ligand-proton and ligand-metal-proton interactions [J].
Fabbrizzi, L ;
Gatti, F ;
Pallavicini, P ;
Parodi, L .
NEW JOURNAL OF CHEMISTRY, 1998, 22 (12) :1403-1407