The study of the benzoyl-migration behavior in 1-benzoyloxy-3-benzoyloxycalix[4]arenes system

• Main Authors: Wu, Jie-Tai, 吳杰泰
• Other Authors: Lin, Lee-Gin
• Format: Others
• Language: zh-TW
• Published: 2013
• Online Access: http://ndltd.ncl.edu.tw/handle/16969719369774521071

碩士 === 中國文化大學 === 化學系應用化學碩士班 === 101 === The Calixarenes is progressed to react cyclic polymers of the polymerization by phenol and formaldehyde under the alkaline environment. In addition, the major aim of this paper is to explore a series of benzoyl in various p-alkoxy that substitutes the transfer phenomenon of the calix [4] arenes system. In the alkaline environment, p-tert-butylphenol and formaldehyde polymerization (polymerized) formed by the reaction of the chartreuse polymeric precursor, which combines with ether (diphenyl ether) to proceed the reflux reactions. It can be converting to p-tert-butylcalix [4] arene ; thus, utilizing the AlCl3 as a catalyst to progress reverse reaction of the Friedel-Crafts for removing the polymer on the bit cyclic tert-butyl (p-tert-butyl) in order to obtain the median substituted calix [4] arene. According to the previous laboratory research, calix [4] arene, excess halogenated alkanes (alkyl halides) and NaOCH3 refluxed in CH3CN, which can synthetize the mono-alkyl ether of calix [4] arenes in one step; Therefore, this paper utilizes the five halogenated of the alkanes ethane iodide (iodoethane), iodide propane (1-iodopropane), iodide butane (1-iodobutane), brominated toluene (benzyl-bromide), and allyl bromide (allyl bromide) to arrange this series of monoalkyl ether (monoalkylated) of calix [4] arenes. These calix [4] arenes of the monoalkyl ether can be further resulting the esterification reaction with benzoyl chloride, and acquiring 1 - monoalkyl ether -3 - esterifying a compound of a single acid. In conclusion, using 1 - monoalkyl ether of -3 - Single esterified acid under alkaline conditions in K2CO3 to research the lower edge of the benzoate ester transfer reaction kinetics, and applying 1H-NMR to the reaction product after the spectral resolution to be presumed benzoate base conversion level.