What question did this study set out to answer?

The aim is to explore the double insertion of DMAD into dinuclear gold(I) acetylides to enhance reactivity.

June 1, 2026Organometallics0 citationsOpen Access

Flash Communication: Double Migratory Insertion in Digold(I) Acetylides

JCJuan Cayuela-CastilloInstituto de Química Orgánica General INIgnacio Nieto-VargasInstituto de Química Orgánica General FFFrancisco J. Fernández-de-CórdovaInstituto de Química Orgánica General

Key Points

The aim is to explore the double insertion of DMAD into dinuclear gold(I) acetylides to enhance reactivity.
Investigated reactions involving NHC-supported dinuclear gold(I) acetylides, specifically IPr–Au–C≡C–C≡C–Au–IPr and IiPr–Au–C≡C–Au–IiPr.
Utilized modified NHC ligands to assess steric effects on reactivity.
Achieved sequential double insertion of DMAD, overcoming previous constraints.
Demonstrated that extended acetylide linkers and sterically reduced ligands enhance reactivity in bimetallic systems.

Abstract

This work describes the sequential double insertion of dimethyl acetylenedicarboxylate (DMAD) into NHC-supported dinuclear gold(I) acetylides of the type NHC–Au–(C≡C)n–Au–NHC. By extending the acetylide linker in IPr–Au–C≡C–C≡C–Au–IPr (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) or using sterically reduced NHC ligands in IiPr–Au–C≡C–Au–IiPr (IiPr = 1,3-bis(isopropyl)imidazol-2-ylidene), the steric constraints that previously limited reactivity to single insertions have been overcome. These findings highlight how ligand tuning can unlock new reactivity patterns in bimetallic gold architectures.

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