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

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Palladium aminopyridine complexes catalyzed selective benzylic C-H oxidations with peracetic acid. / Lubov, Dmitry P.; Lyakin, Oleg Yu; Samsonenko, Denis G. et al.

In: Dalton Transactions, Vol. 49, No. 32, 28.08.2020, p. 11150-11156.

Research output: Contribution to journal › Article › peer-review

BibTeX

@article{e8e4dc637cde4fb4abef2d23e7fab674,

title = "Palladium aminopyridine complexes catalyzed selective benzylic C-H oxidations with peracetic acid",

abstract = "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.",

author = "Lubov, {Dmitry P.} and Lyakin, {Oleg Yu} and Samsonenko, {Denis G.} and Rybalova, {Tatyana V.} and Talsi, {Evgenii P.} and Bryliakov, {Konstantin P.}",

year = "2020",

month = aug,

day = "28",

doi = "10.1039/d0dt02247k",

language = "English",

volume = "49",

pages = "11150--11156",

journal = "Dalton Transactions",

issn = "1477-9226",

publisher = "Royal Society of Chemistry",

number = "32",

}

RIS

TY - JOUR

T1 - Palladium aminopyridine complexes catalyzed selective benzylic C-H oxidations with peracetic acid

AU - Lubov, Dmitry P.

AU - Lyakin, Oleg Yu

AU - Samsonenko, Denis G.

AU - Rybalova, Tatyana V.

AU - Talsi, Evgenii P.

AU - Bryliakov, Konstantin P.

PY - 2020/8/28

Y1 - 2020/8/28

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=85089711410&partnerID=8YFLogxK

U2 - 10.1039/d0dt02247k

DO - 10.1039/d0dt02247k

M3 - Article

C2 - 32744275

AN - SCOPUS:85089711410

VL - 49

SP - 11150

EP - 11156

JO - Dalton Transactions

JF - Dalton Transactions

SN - 1477-9226

IS - 32

ER -

ID: 25285393