Palladium Aminopyridine Complexes Catalyzed Selective Benzylic C–H Oxidations with Peracetic Acid | Sciact - CRIS-system of Boreskov Institute of Catalysis

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

Tags

HYDROGEN-ATOM ABSTRACTION; ALKANE HYDROXYLATION; KINETIC RESOLUTION; ALCOHOLS; MANGANESE; BOND; HYDROCARBONS; FUNCTIONALIZATION; AUTOXIDATION; ARYLALKANES

Authors

Lubov Dmitry P. ^1,2 , Lyakin Oleg Yu. ^1,2 , Samsonenko Denis G. ^2,3 , Rybalova Tatyana V. ^2,4 , Talsi Evgenii P. ^1,2 , Bryliakov Konstantin P. ^1,2

Affiliations

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

Funding (1)

Russian Science Foundation

17-13-01117

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.

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 ANCAN PMID OpenAlex

Submitted:	Jun 25, 2020
Accepted:	Jul 28, 2020
Published online:	Jul 29, 2020
Published print:	Aug 28, 2020

Web of science:	WOS:000561080600008
Scopus:	2-s2.0-85089711410
Elibrary:	45395029
Chemical Abstracts:	2020:1470964
Chemical Abstracts (print):	173:456921
PMID:	32744275
OpenAlex:	W3045631107

DB	Citing
Scopus	15
Web of science	14
Elibrary	14
OpenAlex	15