2026-09-20T03:06:08Z rgu-repository.worktribe.com

oai:rgu-repository.worktribe.com:1993220 2026-09-04T15:12:56Z 084104101115105115 openaccess

Thesis Reactions of quinones with aromatic ethers. The reactions between quinones and aromatic compounds in the presence of acids are surveyed; and a summary of the methods used for preparing triphenylenes is outlined. Mono- and di-arylquinones have been prepared by the arylation of benzoquinones with diazotised 3,4-dimethoxyaniline (Meerwein reaction). The structures of the arylquinones are determined spectroscopically and by conversion to known compounds. The aluminium chloride-catalysed reaction between benzoquinones and either veratrole or 3',4'-dimethoxyphenyl-benzoquinones gives derivatives of triphenylene-1,4:5,8-diquinone. 2-(3',4'-dimethoxyphenyl)-3-arylbenzoquinones have been cyclised in the presence of Lewis or protic acids to triphenylene-1,4-quinones. The reaction between concentrated hydrochloric acid and either 2,3-di(3',4'-dimethoxyphenyl)-benzoquinone or 5,6-dichloro-2,3-di(3',4'-dimethoxyphenyl)-benzoquinone gives 5-chloro-substituted triphenylene-1,4-quinones. A new synthesis of 2-hydroxytriphenylenes is developed by treating veratrole with chlorobenzoquinones in aqueous sulphuric acid. An attempted reaction between veratrole and 1,4-naphthaquinone in the presence of aluminium chloride gave only products derived from 1,4-naphthaquinone, one of these is a new dinaphofuran derivative, viz. 8-hydroxydinaphtho-[1,2-b:2',1'-d]furan-5,6-quinone. The structures of all compounds have been determined by both physical and chemical techniques, and mechanisms have been suggested and dicussed for new reactions. Buchan, Robert PhD Doctoral 1972-03-31 O.C. Musgrave oai:rgu-repository.worktribe.com:1993220 https://rgu-repository.worktribe.com/1993220/1/BUCHAN%201972%20Reactions%20of%20quinones%20with https://doi.org/10.48526/rgu-wt-1993220 University of Aberdeen Quinones Aromatic compounds Triphenylenes Meerwein reaction Arylation Spectroscopy Synthesis https://rgu-repository.worktribe.com/output/1993220 1972 en openAccess Public