Colorimetric macrocyclic anion probes bearing nitrophenylurea and nitrophenylthiourea binding groups

A. Aldrey; Verónica García; C. Lodeiro; Alejandro Macías; P. Pérez-Lourido; Laura Valencia; Rufina Bastida; Cristina Núñez

doi:10.1016/j.tet.2013.04.016

Colorimetric macrocyclic anion probes bearing nitrophenylurea and nitrophenylthiourea binding groups

A. Aldrey, Verónica García, C. Lodeiro, Alejandro Macías, P. Pérez-Lourido, Laura Valencia, Rufina Bastida, Cristina Núñez

Research output: Contribution to journal › Article

12 Citations (Scopus)

Abstract

Two novel molecular probes bearing two urea (sensor 1) or thiourea (sensor 2) groups (as anion recognition site) coupled with a nitrophenyl group (chromogenic unit) were synthesized and evaluated according to the binding site-signaling subunit approach. The behavior of these different compounds toward metal ions (Co2+, Ni2+, Cu2+, Zn 2+, and Cd2+) and anions (F-, Cl-, Br-, I-, ClO4-, NO3 -, CN-, OH-, CH3COO-, and H2PO4-) was investigated by UV-vis spectroscopy in DMSO. © 2013 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	4578-4585
Number of pages	8
Journal	Tetrahedron
Volume	69
Issue number	23
DOIs	https://doi.org/10.1016/j.tet.2013.04.016
Publication status	Published - 10 Jun 2013

Keywords

Anion sensor
Azo
Cation sensor
Colorimetric
Deprotonation
Ditopic receptor
Macrocycle
Naked eye
NMR
Thiourea
Urea
anion
bromide
cadmium
chloride
cobalt
copper ion
dimethyl sulfoxide
iodide
iron
macrocyclic compound
metal ion
nickel
nitrite
nitrophenylthiourea
nitrophenylurea
thiourea derivative
unclassified drug
zinc ion
article
binding site
chemical interaction
chemical reaction
chemical structure
colorimetry
hydrogen bond
molecular probe
priority journal
sensor
synthesis
ultraviolet spectroscopy

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@article{d693cfe422394f6b8e294f628a7c154d,

title = "Colorimetric macrocyclic anion probes bearing nitrophenylurea and nitrophenylthiourea binding groups",

abstract = "Two novel molecular probes bearing two urea (sensor 1) or thiourea (sensor 2) groups (as anion recognition site) coupled with a nitrophenyl group (chromogenic unit) were synthesized and evaluated according to the binding site-signaling subunit approach. The behavior of these different compounds toward metal ions (Co2+, Ni2+, Cu2+, Zn 2+, and Cd2+) and anions (F-, Cl-, Br-, I-, ClO4-, NO3 -, CN-, OH-, CH3COO-, and H2PO4-) was investigated by UV-vis spectroscopy in DMSO. {\textcopyright} 2013 Elsevier Ltd. All rights reserved.",

keywords = "Anion sensor, Azo, Cation sensor, Colorimetric, Deprotonation, Ditopic receptor, Macrocycle, Naked eye, NMR, Thiourea, Urea, anion, bromide, cadmium, chloride, cobalt, copper ion, dimethyl sulfoxide, iodide, iron, macrocyclic compound, metal ion, nickel, nitrite, nitrophenylthiourea, nitrophenylurea, thiourea derivative, unclassified drug, zinc ion, article, binding site, chemical interaction, chemical reaction, chemical structure, colorimetry, hydrogen bond, molecular probe, priority journal, sensor, synthesis, ultraviolet spectroscopy",

author = "A. Aldrey and Ver{\'o}nica Garc{\'i}a and C. Lodeiro and Alejandro Mac{\'i}as and P. P{\'e}rez-Lourido and Laura Valencia and Rufina Bastida and Cristina N{\'u}{\~n}ez",

note = "We are grateful to the Xunta de Galicia (Spain) for the project PGIDI1OPXIB209028PR, IN845B-2010/057, and 10CSA383009PR (Biomedicine) for financial support. The authors thank the Scientific Association Proteomass (Spain) for financial support. C.N. thanks Xunta de Galicia for the I2C program postdoctoral contract.",

year = "2013",

month = jun,

day = "10",

doi = "10.1016/j.tet.2013.04.016",

language = "English",

volume = "69",

pages = "4578--4585",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd",

number = "23",

}

TY - JOUR

T1 - Colorimetric macrocyclic anion probes bearing nitrophenylurea and nitrophenylthiourea binding groups

AU - Aldrey, A.

AU - García, Verónica

AU - Lodeiro, C.

AU - Macías, Alejandro

AU - Pérez-Lourido, P.

AU - Valencia, Laura

AU - Bastida, Rufina

AU - Núñez, Cristina

N1 - We are grateful to the Xunta de Galicia (Spain) for the project PGIDI1OPXIB209028PR, IN845B-2010/057, and 10CSA383009PR (Biomedicine) for financial support. The authors thank the Scientific Association Proteomass (Spain) for financial support. C.N. thanks Xunta de Galicia for the I2C program postdoctoral contract.

PY - 2013/6/10

Y1 - 2013/6/10

N2 - Two novel molecular probes bearing two urea (sensor 1) or thiourea (sensor 2) groups (as anion recognition site) coupled with a nitrophenyl group (chromogenic unit) were synthesized and evaluated according to the binding site-signaling subunit approach. The behavior of these different compounds toward metal ions (Co2+, Ni2+, Cu2+, Zn 2+, and Cd2+) and anions (F-, Cl-, Br-, I-, ClO4-, NO3 -, CN-, OH-, CH3COO-, and H2PO4-) was investigated by UV-vis spectroscopy in DMSO. © 2013 Elsevier Ltd. All rights reserved.

AB - Two novel molecular probes bearing two urea (sensor 1) or thiourea (sensor 2) groups (as anion recognition site) coupled with a nitrophenyl group (chromogenic unit) were synthesized and evaluated according to the binding site-signaling subunit approach. The behavior of these different compounds toward metal ions (Co2+, Ni2+, Cu2+, Zn 2+, and Cd2+) and anions (F-, Cl-, Br-, I-, ClO4-, NO3 -, CN-, OH-, CH3COO-, and H2PO4-) was investigated by UV-vis spectroscopy in DMSO. © 2013 Elsevier Ltd. All rights reserved.

KW - Anion sensor

KW - Azo

KW - Cation sensor

KW - Colorimetric

KW - Deprotonation

KW - Ditopic receptor

KW - Macrocycle

KW - Naked eye

KW - NMR

KW - Thiourea

KW - Urea

KW - anion

KW - bromide

KW - cadmium

KW - chloride

KW - cobalt

KW - copper ion

KW - dimethyl sulfoxide

KW - iodide

KW - iron

KW - macrocyclic compound

KW - metal ion

KW - nickel

KW - nitrite

KW - nitrophenylthiourea

KW - nitrophenylurea

KW - thiourea derivative

KW - unclassified drug

KW - zinc ion

KW - article

KW - binding site

KW - chemical interaction

KW - chemical reaction

KW - chemical structure

KW - colorimetry

KW - hydrogen bond

KW - molecular probe

KW - priority journal

KW - sensor

KW - synthesis

KW - ultraviolet spectroscopy

U2 - 10.1016/j.tet.2013.04.016

DO - 10.1016/j.tet.2013.04.016

M3 - Article

VL - 69

SP - 4578

EP - 4585

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 23

ER -