Issue 2, 2022

Highly selective ethenolysis with acyclic-aminooxycarbene ruthenium catalysts

Abstract

A series of acyclic aminooxycarbene (AAOC)-ligated ruthenium metathesis catalysts was developed for the ethenolysis of methyl oleate and cis-cyclooctene. AAOC pro-ligands were conveniently synthesized via a one-pot and multigram-scale reaction, and the resulting AAOC–Ru catalysts exhibited outstanding catalytic efficiencies (turnover numbers (TONs) of 100 000 for methyl oleate and 89 000 for cis-cyclooctene) and excellent selectivities (up to 98%). The AAOC ligands possess an ambiphilic character, with both strong σ-donors and π-acceptors. Notably, combining the strong donating ability and the unsymmetrical structure of AAOC ligands could contribute to the enhancement of the catalytic activity and selectivity of the ruthenium catalysts. This result represents a rare example of acyclic carbene–ruthenium catalysts demonstrating high catalytic efficiency and excellent selectivity in olefin metathesis reactions.

Graphical abstract: Highly selective ethenolysis with acyclic-aminooxycarbene ruthenium catalysts

Supplementary files

Article information

Article type
Research Article
Submitted
08 sep 2021
Accepted
18 nov 2021
First published
26 nov 2021

Inorg. Chem. Front., 2022,9, 323-331

Highly selective ethenolysis with acyclic-aminooxycarbene ruthenium catalysts

S. Byun, D. Park, S. Kim, S. Kim, J. Y. Ryu, J. Lee and S. Hong, Inorg. Chem. Front., 2022, 9, 323 DOI: 10.1039/D1QI01132D

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