Open AccessSynthesis of cyclic ethers by cyclodehydration of 1, n -diols using heteropoly acids as catalysts
Author(s) -
Yuhan Sun,
Yatao Huang,
Minmin Li,
Jia Lu,
Nanguo Jin,
Bei Fan
Publication year - 2018
Publication title -
royal society open science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.84
H-Index - 51
ISSN - 2054-5703
DOI - 10.1098/rsos.180740
Subject(s) - diethylene glycol , catalysis , diol , tetrahydropyran , chemistry , triethylene glycol , yield (engineering) , organic chemistry , polyethylene glycol , tetrahydrofuran , ethylene glycol , selectivity , ether , materials science , solvent , ring (chemistry) , metallurgy
Heteropoly acids were used as catalysts for cyclodehydration of various 1, n -diols. Cyclodehydration of butane-1,4-diol, pentane-1,5-diol and hexane-1,6-diol catalysed by H 3 PW 12 O 40 gave tetrahydrofuran, tetrahydropyran and oxepane, respectively. Cyclodehydration of diethylene glycol, triethylene glycol, diethylene glycol monomethyl ether and polyethylene glycol 200 catalysed by H 3 PW 12 O 40 gave 1,4-dioxane. In particular, cyclodehydration of hexane-1,6-diol gave an excellent yield of oxepane (80%). The selectivity exhibited by the H 3 PW 12 O 40 catalyst was even better than that exhibited by other reported catalyst systems for similar cyclodehydration reactions.