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Synthesis, Structure and Coordination Self‐Assembly of Azacalix[4‐ n ]pyridine[ n ]pyrazines ( n =1–3)
Author(s) -
Wu Jincheng,
Zhao Liang,
Wang Dexian,
Wang Meixiang
Publication year - 2013
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201300078
Subject(s) - chemistry , denticity , pyrazine , pyridine , coordination complex , heteroatom , self assembly , crystallography , metal , stereochemistry , supramolecular chemistry , coordination geometry , crystal structure , molecule , ring (chemistry) , organic chemistry , hydrogen bond
We herein report the synthesis and metal‐directed coordination self‐assembly behaviors of three new macrocyclic azacalix[4]aromatics that comprise various numbers of pyridine and pyrazine rings bridged by N‐CH 3 groups. Structural characterization of 1 – 3 explored that their conformations are fluxional in solution and each adopts a 1,3‐alternate configuration in crystalline solids. The macrocyclic skeletons in azacalixaromatic 1 – 3 afford a good platform to designedly arrange coordination sites in a unique way relative to conventional multidentate ligands. Solid‐state structures of three coordination self‐assembled silver complexes ( 13 – 15 ) of 1 – 3 determined by X‐ray crystallography suggest that the nitrogen atoms on procumbent aromatics have better coordination ability than those on perpendicular aromatics and dictate the whole coordination self‐assemblies. Unique discrete and 1D chain‐like structures were thus obtained. This system may afford a deeper insight into the coordination self‐assembly studies of heteroatom‐bridged calixaromatics, possibly extending potential application of this novel macrocyclic polydentate organic compounds in the synthesis of functional metal organic framework formation.