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C-C coupling formation using nitron complexes
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DOI：10.1039/d0dt02937h.png)
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Abstract
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A series of Ru-II (1), Rh-III (2), Ir-III (3, 4), Ir-I (5) and Pd-II (6-9) complexes of the 'instant carbene' nitron were prepared and characterized by H-1- and C-13-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(alpha)-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 Pd-II-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 Pd-0/II/0 pathway was more preferable for the mechanism.
Keywords:
N-HETEROCYCLIC CARBENE
CATALYZED ALPHA-ALKYLATION
METAL-COMPLEXES
AB-INITIO
KETONES
ALCOHOLS
REACTIVITY
LIGANDS
BEARING
STABILITY
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