C–C coupling formation using nitron complexes?

Dalton Transactions Pub Date: 2020-10-28 DOI: 10.1039/D0DT02937H

Abstract

A series of RuII (1), RhIII (2), IrIII (3, 4), IrI (5) and PdII (6–9) complexes of the ‘instant carbene’ nitron were prepared and characterized by 1H- and 13C-NMR, FT-IR and elemental analysis. The molecular structures of complexes 1–4 and 6 were determined by X-ray diffraction studies. The catalytic activity of the complexes (1–9) was evaluated in alpha(α)-alkylation reactions of ketones with alcohol via the borrowing hydrogen strategy under mild conditions. These complexes were able to perform this catalytic transformation in a short time with low catalyst and base amounts under an air atmosphere. Also, the PdII–nitron complexes (6–9) were applied in the Suzuki–Miyaura C–C coupling reaction and these complexes successfully initiated this reaction in a short time (30 minutes) using the H2O/2-propanol (1.5?:?0.5) solvent system. The DFT calculations revealed that the Pd0/II/0 pathway was more preferable for the mechanism.

Graphical abstract: C–C coupling formation using nitron complexes
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