{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,10]],"date-time":"2026-06-10T10:50:29Z","timestamp":1781088629430,"version":"3.54.1"},"reference-count":27,"publisher":"Wiley","issue":"2","license":[{"start":{"date-parts":[[2023,2,13]],"date-time":"2023-02-13T00:00:00Z","timestamp":1676246400000},"content-version":"vor","delay-in-days":12,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc\/4.0\/"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemistryOpen"],"published-print":{"date-parts":[[2023,2]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Oxidative condensation of three <jats:italic>p<\/jats:italic>\u2010phenylenediamines with 3\u2010hydroxy\u20102\u2010methyl\u2010<jats:italic>N\u2010<\/jats:italic>(phenylamino)benzene gives new coloured aposafranones. 2\u2010Methylresorcinol is easy to convert into the asymmetric building block 3\u2010hydroxy\u20102\u2010methyl\u2010<jats:italic>N\u2010<\/jats:italic>(phenylamino)benzene with aniline. The aposafranones are sterically crowded because of the 1\u2010methyl and <jats:italic>N<\/jats:italic>\u2010phenyl groups. The UV\/Vis absorption maxima are in the range 530\u2013545\u2005nm.<\/jats:p>","DOI":"10.1002\/open.202300007","type":"journal-article","created":{"date-parts":[[2023,2,14]],"date-time":"2023-02-14T00:37:43Z","timestamp":1676335063000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Heterocyclic Synthesis of Crowded Aposafranones: Structure of 1\u2010Methyl\u20108\u2010dimethylamino\u201010\u2010phenylphenazin\u20102\u2010(10<i>H<\/i>)one and Related Compounds"],"prefix":"10.1002","volume":"12","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-0204-9695","authenticated-orcid":false,"given":"M. John","family":"Plater","sequence":"first","affiliation":[{"name":"Department of Chemistry University of Aberdeen Meston Walk  Aberdeen AB24 3UE United Kingdom"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"William T. A.","family":"Harrison","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Aberdeen Meston Walk  Aberdeen AB24 3UE United Kingdom"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2023,2,13]]},"reference":[{"key":"e_1_2_9_1_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.189602902127"},{"key":"e_1_2_9_2_1","doi-asserted-by":"publisher","DOI":"10.1002\/hlca.192400701122"},{"key":"e_1_2_9_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.189602902240"},{"key":"e_1_2_9_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.189502802110"},{"key":"e_1_2_9_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.18970300346"},{"key":"e_1_2_9_6_1","doi-asserted-by":"crossref","unstructured":"V.\u2005C. Barry J.\u2005G. Belton J.\u2005F. O'Sullivan D. Twomey J. Chem. Soc.1956 896\u2013899.","DOI":"10.1039\/jr9560000896"},{"key":"e_1_2_9_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.189502802215"},{"key":"e_1_2_9_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.18960290174"},{"key":"e_1_2_9_9_1","doi-asserted-by":"publisher","DOI":"10.1039\/jr9560000888"},{"key":"e_1_2_9_10_1","doi-asserted-by":"publisher","DOI":"10.1039\/c8pp00279g"},{"key":"e_1_2_9_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.9b02714"},{"key":"e_1_2_9_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.8b00554"},{"key":"e_1_2_9_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.1c00710"},{"key":"e_1_2_9_14_1","doi-asserted-by":"publisher","DOI":"10.3987\/COM-21-14420"},{"key":"e_1_2_9_15_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja01128a035"},{"key":"e_1_2_9_16_1","doi-asserted-by":"publisher","DOI":"10.1039\/JR9520004346"},{"key":"e_1_2_9_17_1","doi-asserted-by":"publisher","DOI":"10.3184\/174751914X14033559668812"},{"key":"e_1_2_9_18_1","doi-asserted-by":"publisher","DOI":"10.3184\/174751911X13052165053977"},{"key":"e_1_2_9_19_1","first-page":"422","volume":"3","author":"Hofmann A. W.","year":"1863","journal-title":"Jahresber. Fortschr. Chem. Verw. Theile Anderer Wiss."},{"key":"e_1_2_9_20_1","doi-asserted-by":"publisher","DOI":"10.1039\/CT9150701080"},{"key":"e_1_2_9_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo202203r"},{"key":"e_1_2_9_22_1","doi-asserted-by":"publisher","DOI":"10.1002\/hlca.19780610806"},{"key":"e_1_2_9_23_1","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4020(78)80089-1"},{"key":"e_1_2_9_24_1","doi-asserted-by":"publisher","DOI":"10.3184\/174751911X13222107572093"},{"key":"e_1_2_9_25_1","doi-asserted-by":"publisher","DOI":"10.1002\/poc.610060802"},{"key":"e_1_2_9_26_1","doi-asserted-by":"publisher","DOI":"10.1107\/S2053229614024218"},{"key":"e_1_2_9_27_1","doi-asserted-by":"publisher","DOI":"10.1107\/S2053273314026370"}],"container-title":["ChemistryOpen"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/open.202300007","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/open.202300007","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/open.202300007","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,20]],"date-time":"2025-10-20T11:12:08Z","timestamp":1760958728000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/open.202300007"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,2]]},"references-count":27,"journal-issue":{"issue":"2","published-print":{"date-parts":[[2023,2]]}},"alternative-id":["10.1002\/open.202300007"],"URL":"https:\/\/doi.org\/10.1002\/open.202300007","archive":["Portico"],"relation":{},"ISSN":["2191-1363","2191-1363"],"issn-type":[{"value":"2191-1363","type":"print"},{"value":"2191-1363","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,2]]},"assertion":[{"value":"2023-01-23","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2023-02-13","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202300007"}}