Manganese N , N , N -pincer complex-catalyzed epoxidation of unactivated aliphatic olefins

A practical in situ generated manganese( ii ) catalyst system with the commercially available bis(2-picolyl) amine ligand enables epoxidation of terminal aliphatic olefins in good yields with tert -butyl hydroperoxide as oxidant. Crystallization experiments revealed the formation of two manganese so...

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Bibliographic Details
Published in:Catalysis science & technology 2022-12, Vol.12 (24), p.7341-7348
Main Authors: Verspeek, Dennis, Ahrens, Sebastian, Spannenberg, Anke, Wen, Xiaodong, Yang, Yong, Li, Yong-Wang, Junge, Kathrin, Beller, Matthias
Format: Article
Language:English
Subjects:
Aliphatic compounds
Alkenes
Butyl hydroperoxide
Crystallization
Epoxidation
Manganese
Oxidizing agents
Quinoline
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Summary:A practical in situ generated manganese( ii ) catalyst system with the commercially available bis(2-picolyl) amine ligand enables epoxidation of terminal aliphatic olefins in good yields with tert -butyl hydroperoxide as oxidant. Crystallization experiments revealed the formation of two manganese solvent complexes with MeCN and H 2 O, respectively. Furthermore, a detailed investigation of the quinoline additive identified its crucial role in this transformation as being both essential for the epoxide formation while simultaneously being detrimental to its stability.
ISSN:2044-4753
2044-4761
DOI:10.1039/D2CY01472F