Synthesis and evaluation of bipendant-armed (oligo)thiophene crown ether derivatives as new chemical sensors

Rosa M. F. Batista; E. Oliveira; S.P.G. Costa; C. Lodeiro; M.M.M. Raposo

doi:10.1016/j.tetlet.2008.09.036

Synthesis and evaluation of bipendant-armed (oligo)thiophene crown ether derivatives as new chemical sensors

Rosa M. F. Batista, E. Oliveira, S.P.G. Costa, C. Lodeiro, M.M.M. Raposo

Research output: Contribution to journal › Article › peer-review

29 Citations (Scopus)

Abstract

Three new (oligo)thiophene bipendant-armed ligands 2a-c, derived from 2-(aminomethyl)-15-crown-5, have been synthesized and characterized. Compounds 2a-c were prepared by reductive amination of the corresponding macrocycle with formyl thiophene derivatives 1a-c in the presence of NaBH(OAc)3 in fair to good yields. The photophysical properties of ligands 2a-c were studied and they were also evaluated as chemosensors in the presence of Na(I), Ag(I), Pd(II) and Hg(II) cations in acetonitrile solution. © 2008 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	6575-6578
Number of pages	4
Journal	Tetrahedron Letters
Volume	49
Issue number	46
DOIs	https://doi.org/10.1016/j.tetlet.2008.09.036
Publication status	Published - 10 Nov 2008

Keywords

(Oligo)thiophene
Chemosensors
Crown ethers
Formyl-(oligo)thiophene
Reductive amination
acetonitrile
amine
cation
crown ether derivative
heterocyclic compound
mercury
oligothiophene
palladium
silver
sodium
unclassified drug
amination
article
chemical sensor
evaluation
sensor
synthesis

Access to Document

10.1016/j.tetlet.2008.09.036

https://www.scopus.com/inward/record.uri?eid=2-s2.0-52949123589&doi=10.1016%2fj.tetlet.2008.09.036&partnerID=40&md5=c697442a25082899844f313359e449c2

Cite this

@article{f4e15115e3e34ba98f6ffb34edc28b2e,

title = "Synthesis and evaluation of bipendant-armed (oligo)thiophene crown ether derivatives as new chemical sensors",

abstract = "Three new (oligo)thiophene bipendant-armed ligands 2a-c, derived from 2-(aminomethyl)-15-crown-5, have been synthesized and characterized. Compounds 2a-c were prepared by reductive amination of the corresponding macrocycle with formyl thiophene derivatives 1a-c in the presence of NaBH(OAc)3 in fair to good yields. The photophysical properties of ligands 2a-c were studied and they were also evaluated as chemosensors in the presence of Na(I), Ag(I), Pd(II) and Hg(II) cations in acetonitrile solution. {\textcopyright} 2008 Elsevier Ltd. All rights reserved.",

keywords = "(Oligo)thiophene, Chemosensors, Crown ethers, Formyl-(oligo)thiophene, Reductive amination, acetonitrile, amine, cation, crown ether derivative, heterocyclic compound, mercury, oligothiophene, palladium, silver, sodium, unclassified drug, amination, article, chemical sensor, evaluation, sensor, synthesis",

author = "Batista, {Rosa M. F.} and E. Oliveira and S.P.G. Costa and C. Lodeiro and M.M.M. Raposo",

year = "2008",

month = nov,

day = "10",

doi = "10.1016/j.tetlet.2008.09.036",

language = "English",

volume = "49",

pages = "6575--6578",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier",

number = "46",

}

TY - JOUR

T1 - Synthesis and evaluation of bipendant-armed (oligo)thiophene crown ether derivatives as new chemical sensors

AU - Batista, Rosa M. F.

AU - Oliveira, E.

AU - Costa, S.P.G.

AU - Lodeiro, C.

AU - Raposo, M.M.M.

PY - 2008/11/10

Y1 - 2008/11/10

N2 - Three new (oligo)thiophene bipendant-armed ligands 2a-c, derived from 2-(aminomethyl)-15-crown-5, have been synthesized and characterized. Compounds 2a-c were prepared by reductive amination of the corresponding macrocycle with formyl thiophene derivatives 1a-c in the presence of NaBH(OAc)3 in fair to good yields. The photophysical properties of ligands 2a-c were studied and they were also evaluated as chemosensors in the presence of Na(I), Ag(I), Pd(II) and Hg(II) cations in acetonitrile solution. © 2008 Elsevier Ltd. All rights reserved.

AB - Three new (oligo)thiophene bipendant-armed ligands 2a-c, derived from 2-(aminomethyl)-15-crown-5, have been synthesized and characterized. Compounds 2a-c were prepared by reductive amination of the corresponding macrocycle with formyl thiophene derivatives 1a-c in the presence of NaBH(OAc)3 in fair to good yields. The photophysical properties of ligands 2a-c were studied and they were also evaluated as chemosensors in the presence of Na(I), Ag(I), Pd(II) and Hg(II) cations in acetonitrile solution. © 2008 Elsevier Ltd. All rights reserved.

KW - (Oligo)thiophene

KW - Chemosensors

KW - Crown ethers

KW - Formyl-(oligo)thiophene

KW - Reductive amination

KW - acetonitrile

KW - amine

KW - cation

KW - crown ether derivative

KW - heterocyclic compound

KW - mercury

KW - oligothiophene

KW - palladium

KW - silver

KW - sodium

KW - unclassified drug

KW - amination

KW - article

KW - chemical sensor

KW - evaluation

KW - sensor

KW - synthesis

U2 - 10.1016/j.tetlet.2008.09.036

DO - 10.1016/j.tetlet.2008.09.036

M3 - Article

VL - 49

SP - 6575

EP - 6578

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 46

ER -

Synthesis and evaluation of bipendant-armed (oligo)thiophene crown ether derivatives as new chemical sensors

Abstract

Keywords

Access to Document

Fingerprint

Cite this