Synthesis, Structure and Coordination Self-Assembly of Azacalix[4-n] pyridine[n] pyrazi nes （n=1 -- 3）

We herein report the synthesis and metal-directed coordination self-assembly behaviors of three new macrocyc- lic azacalix[4]aromatics that comprise various numbers of pyridine and pyrazine rings bridged by N-CH3 groups. Structural characterization of 1--3 explored that their conformations are fluxi...

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Published in中国化学：英文版 no. 5; pp. 589 - 597
Main Author Jincheng Wu Liang Zhao Dexian Wang Meixiang Wang
Format Journal Article
LanguageEnglish
Published 2013
Subjects
X射线晶体学
合成
吡啶
吡嗪酰胺
有机化合物
结构表征
自组装行为
金属框架
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Summary:We herein report the synthesis and metal-directed coordination self-assembly behaviors of three new macrocyc- lic azacalix[4]aromatics that comprise various numbers of pyridine and pyrazine rings bridged by N-CH3 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 polyden- tate organic compounds in the synthesis of functional metal organic framework formation.
Bibliography:calixarenes, coordination networks, self-assembly, macrocyclic, pyrazine
31-1547/O6
We herein report the synthesis and metal-directed coordination self-assembly behaviors of three new macrocyc- lic azacalix[4]aromatics that comprise various numbers of pyridine and pyrazine rings bridged by N-CH3 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 polyden- tate organic compounds in the synthesis of functional metal organic framework formation.
ISSN:1001-604X
1614-7065