Rhodamine-based Hg2+-selective chemodosimeter in aqueous solution:: Fluorescent OFF-ON

被引:452
作者
Wu, Jia-Sheng [1 ]
Hwang, In-Chul
Kim, Kwang S.
Kim, Jong Seung
机构
[1] Dankook Univ, Dept Chem, Seoul 140714, South Korea
[2] Pohang Univ Sci & Technol, Dept Chem, Pohang 790784, South Korea
[3] Pohang Univ Sci & Technol, Basic Sci Res Inst, Pohang 790784, South Korea
关键词
D O I
10.1021/ol070109c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-(Rhodamine-6G)lactam-N'-phenylthiourea-ethylenediamine (1) was developed as a fluorescent and colorimetric chemodosimeter in aqueous solution with a broad pH span (5 similar to 10) and high selectivity toward Hg2+ but no significant response toward other competitive cations, such as Fe2+, Co2+, Ni2+, Cu2+, Zn2+, Pb2+, Cd2+, Ca2+, Mg2+, K+, Na+, etc. The Hg2+-promoted ring opening of spirolactam of the rhodamine moiety induced cyclic guanylation of the thiourea moiety, which resulted in the dual chromo- and fluorogenic observation (OFF-ON).
引用
收藏
页码:907 / 910
页数:4
相关论文
共 26 条
[1]   Dual-mode semisquaraine-based sensor for selective detection of Hg2+ in a micellar medium [J].
Avirah, Rekha R. ;
Jyothish, Kuthanapillil ;
Ramaiah, Danaboyina .
ORGANIC LETTERS, 2007, 9 (01) :121-124
[2]   EFFECT OF CYCLODEXTRIN COMPLEXATION ON THE PHOTOCHEMISTRY OF XANTHONE - ABSOLUTE MEASUREMENT OF THE KINETICS FOR TRIPLET-STATE EXIT [J].
BARRA, M ;
BOHNE, C ;
SCAIANO, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (22) :8075-8079
[3]   A general synthetic method for the formation of substituted 5-aminotetrazoles from thioureas: A strategy for diversity amplification [J].
Batey, RA ;
Powell, DA .
ORGANIC LETTERS, 2000, 2 (20) :3237-3240
[4]   A SPECTROPHOTOMETRIC INVESTIGATION OF THE INTERACTION OF IODINE WITH AROMATIC HYDROCARBONS [J].
BENESI, HA ;
HILDEBRAND, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (08) :2703-2707
[5]   The biogeochemistry of an ombrotrophic bog: Evaluation of use as an archive of atmospheric mercury deposition [J].
Benoit, JM ;
Fitzgerald, WF ;
Damman, AWH .
ENVIRONMENTAL RESEARCH, 1998, 78 (02) :118-133
[6]   Solution and solid-supported synthesis of 3,4,5-trisubstituted 1,2,4-triazole-based peptidomimetics [J].
Boeglin, D ;
Cantel, S ;
Heitz, A ;
Martinez, J ;
Fehrentz, JA .
ORGANIC LETTERS, 2003, 5 (23) :4465-4468
[7]   Ecological effects, transport, and fate of mercury: a general review [J].
Boening, DW .
CHEMOSPHERE, 2000, 40 (12) :1335-1351
[8]   Highly selective chromogenic and redox or fluorescent sensors of Hg2+ in aqueous environment based on 1,4-disubstituted azines [J].
Caballero, A ;
Martínez, R ;
Lloveras, V ;
Ratera, I ;
Vidal-Gancedo, J ;
Wurst, K ;
Tárraga, A ;
Molina, P ;
Veciana, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (45) :15666-15667
[9]   FLUOROMETRIC CHEMODOSIMETRY - MERCURY(II) AND SILVER(I) INDICATION IN WATER VIA ENHANCED FLUORESCENCE SIGNALING [J].
CHAE, MY ;
CZARNIK, AW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (24) :9704-9705
[10]   A new Hg2+-selective chromoionophore based on calix[4]arenediazacrown ether [J].
Choi, MJ ;
Kim, MY ;
Chang, SK .
CHEMICAL COMMUNICATIONS, 2001, (17) :1664-1665