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Furthermore, the reaction of <jats:bold>2\u2009a<\/jats:bold>,<jats:bold>b\u2010OMe<\/jats:bold> in diethyl ether with a tenfold excess of hydrochloric acid led to the isolation of the isoindol\u20102\u2010ium chlorides <jats:bold>1\u2009a<\/jats:bold>,<jats:bold>b\u2010Cl<\/jats:bold> in high yields. The thermally generated cAArC reacts with sulfur to form the thioamide <jats:bold>3\u2009a<\/jats:bold>. Without any additional trapping reagent, <jats:italic>in situ<\/jats:italic> generation of 1,1\u2010diphenylisoidolin\u20103\u2010ylidenes does not lead to the isolation of these compounds, but to the reaction products of the insertion of the carbene carbon atom into an <jats:italic>ortho<\/jats:italic> C\u2212H bond of a phenyl substituent, followed by ring\u2010expansion reaction; namely, anthracene derivatives 9\u2010N(H)aryl\u201010\u2010Ph\u2010C<jats:sub>14<\/jats:sub>H<jats:sub>8<\/jats:sub> <jats:bold>4\u2009a<\/jats:bold>,<jats:bold>b<\/jats:bold> (<jats:bold>a<\/jats:bold>: Dipp; <jats:bold>b<\/jats:bold>: Mes). These compounds are conveniently synthesized by deprotonation of the isoindol\u20102\u2010ium chlorides with sodium acetate in high yields. Deprotonation of <jats:bold>1\u2009a\u2010Cl<\/jats:bold> with copper(I) acetate at low temperatures afforded a mixture of <jats:bold>4\u2009a<\/jats:bold> and the corresponding cAArC copper(I) chloride <jats:bold>5\u2009a<\/jats:bold>, and allowed the isolation and structural characterization of the first example of a cAArC copper complex of general formula [(cAArC)CuCl].<\/jats:p>","DOI":"10.1002\/chem.201902630","type":"journal-article","created":{"date-parts":[[2019,7,5]],"date-time":"2019-07-05T09:14:55Z","timestamp":1562318095000},"page":"11365-11374","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":33,"title":["Intramolecular Ring\u2010Expansion Reaction (RER) and Intermolecular Coordination of In Situ Generated Cyclic (Amino)(aryl)carbenes (cAArCs)"],"prefix":"10.1002","volume":"25","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-3436-1296","authenticated-orcid":false,"given":"Jan","family":"Lorkowski","sequence":"first","affiliation":[{"name":"Faculty of Chemistry Department of Organometallic Chemistry Adam Mickiewicz University in Pozna\u0144  ul. 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