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Cationic [Au<jats:sup>I<\/jats:sup>\u2010L][SbF<jats:sub>6<\/jats:sub>] complexes (L=JohnPhos) are extremely active catalysts for the double A<jats:sup>3<\/jats:sup>\u2010coupling of primary amines (aliphatic or aromatic), formaldehyde and trimethylsilylacetylene. Several reactions of LAu\u2010amine complexes with organic reagents were studied and followed by NMR and HRMS (ESI) analyses, providing information about the reaction mechanism. Specifically, the role of the \u03c0\u2010gold(I) acetylide complexes as active catalyst species was firmly confirmed. Most of the intermediates of this five\u2010component coupling were identified by GC\u2010MS spectrometry, lending support to the mechanistic proposal. In some cases, cationic amine\u2010gold(I)\u2010L complexes corresponding to the activated reagent or intermediate were isolated and characterised by single\u2010crystal X\u2010ray diffraction analysis, their spectroscopic properties were recorded, and their catalytic activity evaluated. Protic solvents influence the course of the reaction by effecting the double deprotection of dipropargylamines, providing a convenient route to dipropargylamines with double\u2010deprotected silyl moieties. When NaOH is present in the reaction media, formation of cationic acetylide\u2010dipropargylamine gold(I) and neutral hydroxide LAuOH complexes, respectively, as high and less active intermediate catalyst forms occur.<\/jats:p>","DOI":"10.1002\/chem.201803020","type":"journal-article","created":{"date-parts":[[2018,9,3]],"date-time":"2018-09-03T06:26:39Z","timestamp":1535955999000},"page":"16356-16367","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":8,"title":["Double A<sup>3<\/sup>\u2010Coupling of Primary Amines Catalysed by Gold Complexes"],"prefix":"10.1002","volume":"24","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-5388-3554","authenticated-orcid":false,"given":"Abdessamad","family":"Grirrane","sequence":"first","affiliation":[{"name":"Instituto Universitario de Tecnolog\u00eda Qu\u00edmica CSIC-UPV Universitat Polit\u00e8cnica de Val\u00e8ncia  Av. 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