Synthesis of hydroxylated azacalix[1]arene[3]pyridines from hydrolysis of high valent arylcopper complexes and conversion to a double azacalix[1]arene[3]pyridine host molecule

Synthesis of hydroxylated azacalix[1]arene[3]pyridines from hydrolysis of high valent arylcopper complexes and conversion to a double azacalix[1]arene[3]pyridine host molecule
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通过水解高价芳基铜络合物合成羟基化氮杂花[1]芳烃[3]吡啶并转化为双氮杂花[1]芳烃[3]吡啶主体分子

DOI:
10.1039/c6qo00669h
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发表时间:
2017-02
期刊:
Org. Chem. Front.,
影响因子:
--
通讯作者:
Mei-Xiang Wang
Mei-Xiang Wang
中科院分区:
其他
文献类型:
--
作者:
Qian Zhang;Mei-Xiang Wang

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Hydrolysis of shelf-stable and structurally well-defined arylcopper(II) and arylcopper(III) complexes was investigated. Under alkali conditions all arylcopper(II) compounds underwent efficient hydrolysis at ambient temperature to produce exclusively lower-rim-hydroxylated azacalix[1]arene[3]pyridines in excellent yields. The identical products were obtained in only moderate yields from the same hydrolytic reaction of arylcopper(III) compounds. The latter reaction also yielded a 4,4′-biphenol-joint double azacalix[1]arene[3]pyridine product. The double azacalix[1]phenol[3]pyridine was then prepared in good yield from the CuCl2/TMEDA-catalyzed oxidative homocoupling of two azacalix[1]phenol[3]pyridines. The supramolecular application of the resulting double azacalixaromatics was demonstrated by their complexation with aliphatic diamines to form one-dimensional molecular assemblies in the solid state.
用于高效液相色谱的新型氧桥杯[2]芳烃[2]三嗪固定相。
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