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Donor‐Flexible Bis(pyridylidene amide) Ligands for Highly Efficient Ruthenium‐Catalyzed Olefin Oxidation
Author(s) -
Salzmann Kevin,
Segarra Candela,
Albrecht Martin
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202002014
Subject(s) - ruthenium , catalysis , olefin fiber , amide , chemistry , ligand (biochemistry) , oxidative cleavage , redox , combinatorial chemistry , turnover number , bond cleavage , photochemistry , organic chemistry , biochemistry , receptor
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.