Litcius/Paper detail

Donor‐Flexible Bis(pyridylidene amide) Ligands for Highly Efficient Ruthenium‐Catalyzed Olefin Oxidation

Kevin Salzmann, Candela Segarra, Martin Albrecht

2020Angewandte Chemie International Edition64 citationsDOIOpen Access PDF

Abstract

Abstract An exceptionally efficient ruthenium‐based catalyst for olefin oxidation has been designed by exploiting N , N ′‐bis(pyridylidene)oxalamide (bisPYA) as a donor‐flexible ligand. The dynamic donor ability of the bisPYA ligand, imparted by variable zwitterionic and neutral resonance structure contributions, paired with the redox activity of ruthenium provided catalytic activity for Lemieux–Johnson‐type oxidative cleavage of olefins to efficiently prepare ketones and aldehydes. The ruthenium bisPYA complex significantly outperforms state‐of‐the‐art systems and displays extraordinary catalytic activity in this oxidation, reaching turnover frequencies of 650 000 h −1 and turnover numbers of several millions.

Topics & Concepts

AmideRutheniumOlefin fiberChemistryCatalysisCombinatorial chemistryPolymer chemistryOrganic chemistryAsymmetric Hydrogenation and CatalysisCarbon dioxide utilization in catalysisPolyoxometalates: Synthesis and Applications