TY - JOUR
T1 - Synthesis and anion recognition studies of new ureylbenzamide-based receptors
AU - Moreno-Valle, Bibiana
AU - Aguilar-Martínez, Milagros
AU - Ochoa-Terán, Adrián
AU - Martínez-Quiroz, Marisela
AU - Miranda-Soto, Valentín
AU - García-Elías, José
AU - Ochoa-Lara, Karen
AU - Labastida-Galván, Victoria
AU - Ordoñez, Mario
N1 - Publisher Copyright:
© 2017 Informa UK Limited, trading as Taylor & Francis Group.
PY - 2018/1/2
Y1 - 2018/1/2
N2 - A new group of ureylbenzamide-based receptors (1–4) has been synthesized; its binding affinity and capacity to form supramolecular complexes in solution with different anions have been investigated. For designing these receptors, it was considered a combination of the positions of the urea and amide groups (ortho and meta), and the chromophore groups naphthyl and nitrophenyl, yielding four receptors. The position and chromophore structure affected the acidity of the urea and amide hydrogens in the order 4>3>2>1. All the spectroscopic studies showed a significant change of 1 and 2 compared with 3 and 4 in the presence of different TBAX salts in acetonitrile. The 1H-NMR spectra show a preferential interaction of the anions with the urea group in receptors 1 and 2 due to the less steric hindrance, while there is a cooperative interaction of amide group in receptors 3 and 4 due to the closeness of both groups.
AB - A new group of ureylbenzamide-based receptors (1–4) has been synthesized; its binding affinity and capacity to form supramolecular complexes in solution with different anions have been investigated. For designing these receptors, it was considered a combination of the positions of the urea and amide groups (ortho and meta), and the chromophore groups naphthyl and nitrophenyl, yielding four receptors. The position and chromophore structure affected the acidity of the urea and amide hydrogens in the order 4>3>2>1. All the spectroscopic studies showed a significant change of 1 and 2 compared with 3 and 4 in the presence of different TBAX salts in acetonitrile. The 1H-NMR spectra show a preferential interaction of the anions with the urea group in receptors 1 and 2 due to the less steric hindrance, while there is a cooperative interaction of amide group in receptors 3 and 4 due to the closeness of both groups.
KW - Anion recognition
KW - benzamide
KW - receptor
KW - urea
UR - http://www.scopus.com/inward/record.url?scp=85024382805&partnerID=8YFLogxK
U2 - 10.1080/10610278.2017.1350676
DO - 10.1080/10610278.2017.1350676
M3 - Artículo
SN - 1061-0278
VL - 30
SP - 9
EP - 19
JO - Supramolecular Chemistry
JF - Supramolecular Chemistry
IS - 1
ER -