Study on the nitration of calix[n]arenes with nitrogen dioxide

Fu Jiang Yu; Hai Jun Yang; Yong Li

Study on the nitration of calix[n]arenes with nitrogen dioxide

Fu Jiang Yu^*, Hai Jun Yang, Yong Li

^*Corresponding author for this work

Tsinghua University

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

Abstract

Syntheses of p-nitrocalix[n]arenes were carried out under different reaction conditions by using nitrogen dioxide as nitration agent. It was found that only p-nitrocalix[4]arene, p-nitrocalix[6]arene and 25,26,27,28- tetramethoxy-5,11,17,23-tetranitrocalix[4]arene were obtained from the corresponding calix[4]arene, calix[6]arene and 25,26,27,28-tetramethoxycalix[4] arene in yields of 90%, 70% and 40% respectively. Especially, the reaction of calix[4]arene with NO₂ could be finished in 20 min. The reaction mechanism based on resonance structures of phenoxy anion in calixarene is discussed.

Original language	English
Pages (from-to)	482-486
Number of pages	5
Journal	Chinese Journal of Organic Chemistry
Volume	26
Issue number	4
Publication status	Published - Apr 2006
Externally published	Yes

Keywords

Calix[n]arene
Nitration
Nitrogen dioxide

Cite this

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abstract = "Syntheses of p-nitrocalix[n]arenes were carried out under different reaction conditions by using nitrogen dioxide as nitration agent. It was found that only p-nitrocalix[4]arene, p-nitrocalix[6]arene and 25,26,27,28- tetramethoxy-5,11,17,23-tetranitrocalix[4]arene were obtained from the corresponding calix[4]arene, calix[6]arene and 25,26,27,28-tetramethoxycalix[4] arene in yields of 90%, 70% and 40% respectively. Especially, the reaction of calix[4]arene with NO2 could be finished in 20 min. The reaction mechanism based on resonance structures of phenoxy anion in calixarene is discussed.",

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AU - Yu, Fu Jiang

AU - Yang, Hai Jun

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N2 - Syntheses of p-nitrocalix[n]arenes were carried out under different reaction conditions by using nitrogen dioxide as nitration agent. It was found that only p-nitrocalix[4]arene, p-nitrocalix[6]arene and 25,26,27,28- tetramethoxy-5,11,17,23-tetranitrocalix[4]arene were obtained from the corresponding calix[4]arene, calix[6]arene and 25,26,27,28-tetramethoxycalix[4] arene in yields of 90%, 70% and 40% respectively. Especially, the reaction of calix[4]arene with NO2 could be finished in 20 min. The reaction mechanism based on resonance structures of phenoxy anion in calixarene is discussed.

AB - Syntheses of p-nitrocalix[n]arenes were carried out under different reaction conditions by using nitrogen dioxide as nitration agent. It was found that only p-nitrocalix[4]arene, p-nitrocalix[6]arene and 25,26,27,28- tetramethoxy-5,11,17,23-tetranitrocalix[4]arene were obtained from the corresponding calix[4]arene, calix[6]arene and 25,26,27,28-tetramethoxycalix[4] arene in yields of 90%, 70% and 40% respectively. Especially, the reaction of calix[4]arene with NO2 could be finished in 20 min. The reaction mechanism based on resonance structures of phenoxy anion in calixarene is discussed.

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KW - Nitration

KW - Nitrogen dioxide

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JO - Chinese Journal of Organic Chemistry

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Study on the nitration of calix[n]arenes with nitrogen dioxide

Abstract

Keywords

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