TY - JOUR
T1 - Synthesis and anion recognition studies of new oligomethylene bis(nitrophenylureylbenzamide) receptors
AU - García-Elías, José
AU - Ochoa-Terán, Adrián
AU - Yatsimirsky, Anatoli K.
AU - Santacruz Ortega, Hisila
AU - Ochoa-Lara, Karen
AU - López-Martínez, Luis Miguel
AU - Castro-Riquelme, Christian L.
AU - García, Ángel L.
AU - Madrigal-Peralta, Domingo
AU - Labastida-Galván, Victoria
AU - Ordoñez, Mario
N1 - Publisher Copyright:
© 2019 The Royal Society of Chemistry.
PY - 2019
Y1 - 2019
N2 - A new series of oligomethylene bis(nitrophenylureylbenzamide) receptors were synthesized varying the relative position of the urea and amide groups (ortho4 and meta8) and the length of the oligomethylene chain (C2 to C8). An anion recognition study was performed with TBAX salts (X = AcO-, BzO-, F-, H2PO4-, and HP2O73-) by UV-vis and 1H NMR. The flexibility of these receptors allows a cooperative effect of both ureylbenzamide units in the receptors. Noteworthy, the ortho position favored the 1 : 1 stoichiometry in the complexes with the carboxylates. The formation of 2 : 1 receptor-anion complexes with both types of receptors 4 and 8 and with hydrogen pyrophosphate and high log K values obtained were very significant in this work. The NMR studies evidenced the formation of supramolecular complexes, even in a competitive solvent, such as DMSO.
AB - A new series of oligomethylene bis(nitrophenylureylbenzamide) receptors were synthesized varying the relative position of the urea and amide groups (ortho4 and meta8) and the length of the oligomethylene chain (C2 to C8). An anion recognition study was performed with TBAX salts (X = AcO-, BzO-, F-, H2PO4-, and HP2O73-) by UV-vis and 1H NMR. The flexibility of these receptors allows a cooperative effect of both ureylbenzamide units in the receptors. Noteworthy, the ortho position favored the 1 : 1 stoichiometry in the complexes with the carboxylates. The formation of 2 : 1 receptor-anion complexes with both types of receptors 4 and 8 and with hydrogen pyrophosphate and high log K values obtained were very significant in this work. The NMR studies evidenced the formation of supramolecular complexes, even in a competitive solvent, such as DMSO.
UR - http://www.scopus.com/inward/record.url?scp=85076192166&partnerID=8YFLogxK
U2 - 10.1039/c9ra05783h
DO - 10.1039/c9ra05783h
M3 - Artículo
SN - 2046-2069
VL - 9
SP - 39147
EP - 39162
JO - RSC Advances
JF - RSC Advances
IS - 67
ER -