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α-Diimine synthesis <i>via</i> titanium-mediated multicomponent diimination of alkynes with C-nitrosos

Connor W. Frye, Dominic T. Egger, Errikos Kounalis, Adam J. Pearce, Yukun Cheng, Ian A. Tonks

2021Chemical Science19 citationsDOIOpen Access PDF

Abstract

the multicomponent coupling of Ti[triple bond, length as m-dash]NR imidos with alkynes and nitriles. The formation of α-diimines is achieved through formal [4 + 2]-cycloaddition of the C-nitroso to the Ti and γ-carbon of the diazatitanacyclohexadiene followed by two subsequent cycloreversion steps to eliminate nitrile and afford the α-diimine and a Ti oxo.

Topics & Concepts

DiimineChemistryCycloadditionNitrileCombinatorial chemistryIntermolecular forceTriple bondCatalysisTransition metalTitaniumOlefin fiberPolymer chemistryOrganic chemistryMoleculeDouble bondSynthetic Organic Chemistry MethodsCatalytic C–H Functionalization MethodsCarbon dioxide utilization in catalysis