Microwave irradiation assisted synthesis, alkylation reaction, and configuration analysis of aryl pyrogallol[4]arenes |
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Authors: | Chaoguo Yan Weifeng Chen Jiao Chen Tiantian Jiang Yong Yao |
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Affiliation: | College of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 225002, China |
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Abstract: | A series of aryl pyrogallol[4]arenes were efficiently synthesized in excellent yields by cyclocondensation of pyrogallol with aromatic aldehydes under microwave irradiation. The structures of aryl pyrogallol[4]arenes were confirmed by characterization of their acylated derivatives. Under microwave irradiation, alkylation reactions of aryl pyrogallol[4]arenes with some alkylating reagents such as n-butyl iodide, benzyl chloride, and ethyl α-chloroacetate were also finished quickly to yield fully O-alkylated products. The 1H NMR spectra and crystal structures showed that the acylated and alkylated aryl pyrogallol[4]arenes existed mainly in rctt (cis-trans-trans) configuration. |
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Keywords: | Calixarene Pyrogallol[4]arene Pyrogallol Microwave Alkylation Crystal structure |
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