{"id":{"repo_id":"rgu","oai_identifier":"oai:rgu-repository.worktribe.com:1993220"},"canonical_url":"https://search.dev.ndltd.org/etd/rgu/oai:rgu-repository.worktribe.com:1993220","repository":{"repo_id":"rgu","name":"Robert Gordon University","base_url":"https://rgu-repository.worktribe.com/oaiprovider"},"display":{"title":"Reactions of quinones with aromatic ethers.","abstract":"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.","abstract_html":"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.","abstract_has_math":false,"creators":["Buchan, Robert"],"institution":"Robert Gordon's Institute of Technology","degree_name":"PhD","degree_level":"Doctoral","degree_discipline":null,"degree_department":null,"school":null,"contributors":[],"advisors":["O.C. Musgrave"],"committee_chairs":[],"committee_members":[],"year":1972,"date_issued":"1972","date_published":"1972","updated_at":"2026-07-24T04:10:03Z","subjects":["Quinones","Aromatic compounds","Triphenylenes","Meerwein reaction","Arylation","Spectroscopy","Synthesis"],"languages":["en"],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["oai:rgu-repository.worktribe.com:1993220","https://doi.org/10.48526/rgu-wt-1993220"],"render_values":[{"text":"oai:rgu-repository.worktribe.com:1993220","href":null,"code":true},{"text":"https://doi.org/10.48526/rgu-wt-1993220","href":"https://doi.org/10.48526/rgu-wt-1993220","code":true}]}]},"links":{"outbound_url":"https://rgu-repository.worktribe.com/1993220/1/BUCHAN%201972%20Reactions%20of%20quinones%20with","outbound_label":"Repository record","outbound_source":"dc:identifier.uri"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor.advisor","label":"Advisor","values":["O.C. 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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."]},{"key":"dc:title","label":"Title","values":["Reactions of quinones with aromatic ethers."]}]}],"canonical_facts":{"dc:contributor.advisor":["O.C. Musgrave"],"dc:contributor.sponsor":["University of Aberdeen"],"dc:creator":["Buchan, Robert"],"dc:date":["1972-03-31"],"dc:date.issued":["1972"],"dc:description.abstract":["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."],"dc:identifier":["oai:rgu-repository.worktribe.com:1993220","https://doi.org/10.48526/rgu-wt-1993220"],"dc:identifier.uri":["https://rgu-repository.worktribe.com/1993220/1/BUCHAN%201972%20Reactions%20of%20quinones%20with"],"dc:language":["en"],"dc:publisher.institution":["Robert Gordon's Institute of Technology"],"dc:relation.isreferencedby":["https://rgu-repository.worktribe.com/output/1993220"],"dc:subject":["Quinones","Aromatic compounds","Triphenylenes","Meerwein reaction","Arylation","Spectroscopy","Synthesis"],"dc:title":["Reactions of quinones with aromatic ethers."],"dc:type":["Thesis"],"dc:type.qualificationlevel":["Doctoral"],"dc:type.qualificationname":["PhD"]},"updated_at":"2026-07-24T04:10:03Z"}