ABSTRACT

Currently, significant scientific and patent data on thermal and catalytic rearrangements of phenol allyl esters with alkyl substituting groups in allyl and aromatic fragments of the initial ester is accumulated. Kinetic studies of their effect on the rearrangement mechanism were carried out. The influence of other substituents in the allyl unit and aromatic ring, different by origin, location and quantity, on the rearrangement mechanism is studied not so well. For example, chloroallyl aryl and bis-aryl allyl ester rearrangements were not studied at all, though the initial chlorine-substituted allyl chlorides for production of these esters are accessible being the basic products of large-tonnage manufactures. Mono-and poly(chlorine-substituted) allyl chlorides contained in wastes of these productions are of positive value as initial compounds for the synthesis of alkenyl aryl esters and N-alkenyl amines. Unfortunately, they are poorly studied. Moreover, extension of the list of objects involved in transformations having Claisen rearrangement as the key stage allows broadening of the theoretical considerations: determine general regularities and differences defined by this reaction mechanism. Therefore, it seems urgent to study thermal and catalytic transformations of phenol allyl esters possessing substituting group, different in the origin, position and quantity, in both allyl and aromatic fragments.