Calix[4]arenes containing thiourea and amide moieties: neutral receptors towards alpha,omega-dicarboxylate anions.
Two-armed neutral anion receptors (4,5), were prepared and examined for their anion-binding ability using UV-vis, fluorescence and 1H NMR spectra in DMSO. The results of non-linear curve fitting indicate that 4 or 5 form 1 : 1 stoichiometric complexes with dicarboxylate anions by multiple hydrogen bonding interactions and the sensitivity for recognition of dicarboxylate depends on the chain length of these dicarboxylate anions. Receptors 4 and 5 have no binding ability with acetate, dihydrogen phosphate and the halogen (Cl-, Br-, I-) anions. This demonstrates that receptors 4 or 5 could be used as chemical sensors for some special dicarboxylate anions.
Liu
Shun-Ying
SY
Department of Chemistry, Wuhan University, Wuhan, Hubei 430072, PR China.
He
Yong-Bing
YB
Wu
Jin-Long
JL
Wei
Lan-Hua
LH
Qin
Hai-Juan
HJ
Meng
Ling-Zhi
LZ
Hu
Ling
L
D000577:Amides / Q000737:chemistry* / Q000378:metabolism; D000838:Anions / Q000737:chemistry / Q000378:metabolism; D047250:Calixarenes; D002264:Carboxylic Acids / Q000737:chemistry* / Q000378:metabolism; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry* / Q000378:metabolism; D013890:Thiourea / Q000737:chemistry* / Q000378:metabolism
D000577:Amides; D000838:Anions; D002264:Carboxylic Acids; D010636:Phenols; C121325:calix(4)arene; D047250:Calixarenes; D013890:Thiourea