Calix[4]quinones. Part 4: The ClO2 oxidation of calix[4]arene dialkyl ethers

Autor: Tzer-Shun Yu, Wen-You Wang, Yu-Lung Lin, Lee-Gin Lin
Rok vydání: 2006
Předmět:
Zdroj: Tetrahedron. 62:6082-6089
ISSN: 0040-4020
DOI: 10.1016/j.tet.2006.03.110
Popis: Except for the special case of calix[4]arene diethyl ether 1 , the chlorine dioxide oxidation of dialkyl ethers 2 – 5 yielded only the corresponding calix[4]diquinone dialkyl ethers 8 – 11 . Chlorine dioxide oxidation of calix[4]arene diethyl ether 1 produced two isomeric products 6 and 7 , which were stable enough to be isolated by column chromatography. However, a slow conformational interconversion between isomeric pair 6 and 7 was observed at room temperature, and the equilibrium was reached after 400 h at 18 °C with an amount of 5:3 in favor of syn -isomer.
Databáze: OpenAIRE