Influence of base additives on the selectivity of palladium-catalysed aminocarbonylation: Highly selective functionalization of a cavitand scaffold

Nagymihály, Zoltán and Csók, Zsolt and Kollár, László (2018) Influence of base additives on the selectivity of palladium-catalysed aminocarbonylation: Highly selective functionalization of a cavitand scaffold. MOLECULAR CATALYSIS, 444. pp. 70-75. ISSN 2468-8231

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Abstract

Tetracarboxamides and tetrakis(2-ketocarboxamides) of resorcinarene-based cavitands have been synthesised in palladium-catalysed aminocarbonylation of the corresponding tetraiodocavitand. In this way, deepened cavitands with the same functionalities at the upper rim were obtained even in the simultaneous application of two primary amines as N-nucleophiles. The influence of base additives on the unexpectedly high chemoselectivity towards tetra-functionalised products, i.e. tetrakis(2- ketocarboxamides) and tetracarboxamides, has been investigated in details.

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