Reaction of Allyl Phenyl Ether over Various Liquid Metal Catalysts

Article abstract of DOI:10.1246/bcsj.60.4279

Allyl phenyl ether has been reacted over various kinds of liquid metal catalysts (Sn, Ga, In, Tl, Pb, Cd, Bi, Zn) and without catalysts in the temperature range of 320-500 deg C.Phenol (PN), 1,5-hexadiene (HD), benzofuran (BF), and o-allylphenol (o-AP) together with small amounts of unknown compounds have been found in the condensable products.The results of correlation among the conversion for PN, HD, and BF as well as the results of kinetic simulation of the products distribution have revealed that only the o-AP formation is catalysed by the liquid metal.A clear compensation effect between the frequency factor and the activation energy has been found for the o-AP formation reaction, suggesting that a radicalic high energy and high entropy transition state is involved in the catalysis.A good correlation between the methyl group-catalyst metal bond energy and kinetic parameters of the o-AP formation reaction has also supported the radicalic transition state model.