Recognition of amino acids and anions by a Zn(II)-methylazacalix[4]pyridine complex

Abstract

As a powerful macrocyclic host molecule with unique conformation and cavity structure that are fine-tuned by the bridging nitrogen atoms, methylazacalix[4]pyridine (MACP-4) has been shown to selectively recognize Zn 2+ and form stable Zn(II)-MACP-4 complexes both in solid state and solution with an association constant up to 5.97 (logK s ). The molecular recognition of Zn(II)-MACP-4 complexes towards various amino acids and anions with different geometry was investigated by using the spectral titration methods and X-ray analysis. The Zn(II)-MACP-4 complex was found to recognize the 17 amino acids tested with the association constant up to 3.97 (logK s ). On the other hand, the Zn(II)-MACP-4 complex selectively interacted with anions and the maximum association constant of 3.9 (logK s ) was obtained.Zn(Ⅱ)-MACP-4 complex, amino acids, anions, recognition

Synthesis and photophysical, electrochemical, antibacterial, and DNA binding studies of triazinocalix[2]arenes

“…Heterocalixarenes 14 have attracted growing interest in calixarene chemistry because of their easy availability, a fine tunable cavity structure and powerful recognition properties. Macrocyclic host molecules recognize various guest species including cations, 15 anions 16 and neutral molecules 17 including fullerenes. 18 Oxacalixarenes 19 are an important class of heterocalixarenes and could be efficiently synthesized by nucleophilic aromatic substitution of resorcinol with appropriate activated electrophilic reagents.…”

Synthesis, Structure, and Functionalization of Homo Heterocalix[2]arene[2]triazines: Versatile Conformation and Cavity Structures Regulated by the Bridging Elements

“…Functionalized heterocalixaromatics are also obtained conveniently either from starting materials containing functional groups ,, or from postmacrocyclization functionalizations on aromatic rings ,,,,, and bridging heteroatoms. , Owing to the bridging heteroatoms such as nitrogen, oxygen, and sulfur that can adopt different electronic configurations and form different degrees of conjugation with their neighboring aromatic rings, heterocalixaromatics are able to form fine-tunable conformation and cavity structures . Furthermore, the various electronic effects of the heteroatoms also regulate the electron density of aromatic rings, producing the cavity of varied electronic features. , Heterocalixaromatics have been shown to act as versatile macrocyclic host molecules to recognize metal cations, ,, halides, neutral molecules, ,, including fullerenes. ,, …”