@article { ISI:000254979800023,
	title = {Highly selective synthesis of mono-ethylene glycol phenyl ethers via hydroxyalkoxylation of phenols by cyclic carbonates using large pore zeolites},
	journal = {Catalysis Communications},
	volume = {9},
	number = {7},
	year = {2008},
	month = {APR},
	pages = {1649-1655},
	publisher = {ELSEVIER SCIENCE BV},
	type = {Article},
	address = {PO BOX 211, 1000 AE AMSTERDAM, NETHERLANDS},
	abstract = {<p>Hydroxyalkoxylation of phenols by cyclic carbonates catalyzed by alkali loaded large pore zeolites has been reported. The study shows that KL type zeolite was recyclable and selective in producing mono-ethylene glycol pheryl ethers in similar to 98.5\% yield. Various substituted simple phenols were converted into mono-ethylene glycol ether of phenols with over 90\% yields, except 3-bromo and 2-methyl phenols. Mono hydroxyl plienols such as hydroquinone, biphenol and BPA (2,2-bis(4-hydroxyphenyl)propane) also produce corresponding mono- and di-ethylene glycol ethers. The ratio of ethylene carbonate to phenol was found to be critical for selective formation of monoethylene glycol phenyl ether of phenols. A ratio of two results in formation of appreciable amount of diether derivative viz., 2-(2-phenoxyethoxy) ethanol. Compared to ethylene carbonate, a lower reactivity of 1,2-propane carbonate was found for hydroxyalkoxylation of phenol. It was found that ring opening at less hindered methylene carbon of 1,2-propylene carbonate prevailed giving rise to selective formation of beta-hydroxy phenyl ethers. The reactivity of ethylene carbonate towards O-alkylation versus transesterification of phenol has been explained on the basis of HSAB concept. Finally, it has been shown that yield of mono-ethylene glycol phenyl ether is controlled both by basicity and channel architecture of zeolite structure. KL zeolite was found to be the most effective zeolite because of it{\textquoteright}s intermediate basicity and one dimensional channel architect. (C) 2008 Elsevier B.V. All rights reserved.</p>},
	keywords = {cyclic carbonate, ethylene glycol phenyl ether, hydroxyalkoxylation, phenol},
	issn = {1566-7367},
	doi = {10.1016/j.catcom.2008.01.019},
	author = {Kinage, Anil K. and Gupte, Sunil P. and Chaturvedi, Rajiv K. and Chaudhari, Raghunath V.}
}
