Palladium aminopyridine complexes catalyzed selective benzylic C-H oxidations with peracetic acid

Palladium aminopyridine complexes catalyzed selective benzylic C-H oxidations with peracetic acid Full article

Journal

Dalton Transactions
ISSN: 1477-9226 , E-ISSN: 1477-9234

Output data

Year: 2020, Volume: 49, Number: 32, Pages: 11150-11156 Pages count : 7 DOI: 10.1039/d0dt02247k

Authors

Lubov D.P. ^1,2 , Lyakin O.Yu. ^1,2 , Samsonenko D.G. ^2,3 , Rybalova T.V. ^2,4 , Talsi E.P. ^1,2 , Bryliakov K.P. ^1,2

Affiliations

1	(Scopus) Boreskov Institute of Catalysis, Pr. Lavrentieva 5, Novosibirsk, 630090, Russian Federation
2	(Scopus) Novosibirsk State University, Pirogova 1, Novosibirsk, 630090, Russian Federation
3	(Scopus) Nikolaev Institute of Inorganic Chemistry, Pr. Lavrentieva 3, Novosibirsk, 630090, Russian Federation
4	(Scopus) Vorozhtsov Novosibirsk Institute of Organic Chemistry, Pr. Lavrentieva 9, Novosibirsk, 630090, Russian Federation

Four palladium(ii) complexes with tripodal ligands of the tpa family (tpa = tris(2-pyridylmethyl)amine) have been synthesized and X-ray characterized. These complexes efficiently catalyze benzylic C-H oxidation of various substrates with peracetic acid, affording the corresponding ketones in high yields (up to 100%), at <1 mol% catalyst loadings. Complex [(tpa)Pd(OAc)](PF6) with the least sterically demanding ligand tpa demonstrates the highest substrate conversions and ketone selectivities. Preliminary mechanistic data provide evidence in favor of metal complex-mediated rate-limiting benzylic C-H bond cleavage by an electron-deficient oxidant. © 2020 The Royal Society of Chemistry.

Lubov D.P. , Lyakin O.Y. , Samsonenko D.G. , Rybalova T.V. , Talsi E.P. , Bryliakov K.P.
Palladium aminopyridine complexes catalyzed selective benzylic C-H oxidations with peracetic acid
Dalton Transactions. 2020. V.49. N32. P.11150-11156. DOI: 10.1039/d0dt02247k WOS Scopus РИНЦ

Web of science	WOS:000561080600008
Scopus	2-s2.0-85089711410
Elibrary	45395029
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