Tetrahedron

Tele-substitutions en serie anthracenique—I: Comportement du bromo-9 méthyl-10 anthracène vis-à-vis des anions phénates et alcoolates

J Rigaudy, AM Seuleiman, NK Cuong

Index: Rigaudy, J.; Seuleiman, A.M.; Cuong, Nguyen Kim Tetrahedron, 1982 , vol. 38, # 21 p. 3143 - 3150

Full Text: HTML

Citation Number: 4

Abstract

Treatment of 9-bromo-10-methyl anthracene 1, in dipolar aprotic solvents, by alkaline phenoxide or alkoxides leads essentially to a mixture of the expected ether, 9-phenoxy (or alkoxy)-10-methyl anthracene 2, normal substitution product (NSP), and of the isomer ether, 9-phenoxymethyl (or alkoxymethyl)-anthracene 3, tele-substitution product (TSP). It is shown that both ethers must derive from a common unstable intermediate, the 9-bromo-10- ...