5,11,17,23-Tetrakis[(p-carboxyphenyl)azo]-25,26,27,28-tetrahydroxy Calix[4]arene: Crystal Structure and pH Sensing Properties

被引：7
|
作者：
Liu Leilei [1 ]
Ren Zhigang [1 ]
Li Hongxi [1 ]
Shang Hai [1 ]
Lang Jianping [1 ,2 ]
机构：
[1] Suzhou Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Jiangsu, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Oraganomet Chem, Shanghai 200032, Peoples R China
来源：
CHINESE JOURNAL OF CHEMISTRY | 2010年 / 28卷 / 10期
基金：
中国国家自然科学基金;
关键词：
p-carboxyphenylazocalix[4]arene; synthesis; crystal structure; NMR shift; pH sensing properties; ASCITES TUMOR-CELLS; SENSITIVE HYDROGELS; MODIFIED ELECTRODES; UPPER-RIM; HG2+ ION; INDICATOR; SENSORS; PROBES; FILMS; DYES;
D O I：
10.1002/cjoc.201090306
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Treatment of 5,11,17,23-tetrakis[(p-carboxyphenyl)azo]-25,26,27,28-tetrahydroxy calix[4]arene (2) with HCl in DMF or NaOH in MeOH produced 5,11,17,23-tetrakis[(p-carboxyphenyl)azo]-25,26,27,28-tetrahydroxycalix[4]arene center dot 4DMF (2 center dot 4DMF) and 5,11,17,23-tetrakis[(p-carboxyphenylsodium)azo]-25,26,27,28-tetrahydroxycalix[4]arene (3), respectively, which were characterized by elemental analysis, IR, UV-vis, H-1 NMR and C-13 NMR. An X-ray analysis of 2 center dot 4DMF revealed that its calix[4]arene core adopts a flattened cone conformation in which opposed phenyl groups take parallel or sharply inclined positions. The intra- and intermolecular hydrogen-bonding interactions and the pi center dot center dot center dot pi interactions form a 2D hydrogen-bonded wavelike network. Compound 2 had a unique reversible color change in a wide pH range from 1 to 13.5 and showed interesting pH sensing properties.
引用
收藏
页码：1829 / 1834
页数：6
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