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Synthesis and anion recognition studies of new oligomethylene bis(nitrophenylureylbenzamide) receptors
Ist Teil von
RSC advances, 2019-11, Vol.9 (67), p.39147-39162
Ort / Verlag
England: Royal Society of Chemistry
Erscheinungsjahr
2019
Link zum Volltext
Quelle
Free E-Journal (出版社公開部分のみ)
Beschreibungen/Notizen
A new series of oligomethylene bis(nitrophenylureylbenzamide) receptors were synthesized varying the relative position of the urea and amide groups (
ortho
4
and
meta
8
) and the length of the oligomethylene chain (C
2
to C
8
). An anion recognition study was performed with TBAX salts (X = AcO
−
, BzO
−
, F
−
, H
2
PO
4
−
, and HP
2
O
7
3−
) by UV-vis and
1
H 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.
Synthesis and supramolecular interaction of new oligomethylene bis(4-nitrophenylureylbenzamide) receptors with different anions.