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Highly efficient asymmetric aerobic oxidative coupling of 2-naphthols in the presence of bioinspired iron aminopyridine complexes. / Tkachenko, Nikolay V.; Lyakin, Oleg Y.; Samsonenko, Denis G. et al.

In: Catalysis Communications, Vol. 104, 10.01.2018, p. 112-117.

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

Harvard

Tkachenko, NV, Lyakin, OY, Samsonenko, DG, Talsi, EP & Bryliakov, KP 2018, 'Highly efficient asymmetric aerobic oxidative coupling of 2-naphthols in the presence of bioinspired iron aminopyridine complexes', Catalysis Communications, vol. 104, pp. 112-117. https://doi.org/10.1016/j.catcom.2017.10.025

APA

Tkachenko, N. V., Lyakin, O. Y., Samsonenko, D. G., Talsi, E. P., & Bryliakov, K. P. (2018). Highly efficient asymmetric aerobic oxidative coupling of 2-naphthols in the presence of bioinspired iron aminopyridine complexes. Catalysis Communications, 104, 112-117. https://doi.org/10.1016/j.catcom.2017.10.025

Vancouver

Tkachenko NV, Lyakin OY, Samsonenko DG, Talsi EP, Bryliakov KP. Highly efficient asymmetric aerobic oxidative coupling of 2-naphthols in the presence of bioinspired iron aminopyridine complexes. Catalysis Communications. 2018 Jan 10;104:112-117. doi: 10.1016/j.catcom.2017.10.025

Author

Tkachenko, Nikolay V. ; Lyakin, Oleg Y. ; Samsonenko, Denis G. et al. / Highly efficient asymmetric aerobic oxidative coupling of 2-naphthols in the presence of bioinspired iron aminopyridine complexes. In: Catalysis Communications. 2018 ; Vol. 104. pp. 112-117.

BibTeX

@article{fbcff510fe2e4a568eee07e7ba8e1206,
title = "Highly efficient asymmetric aerobic oxidative coupling of 2-naphthols in the presence of bioinspired iron aminopyridine complexes",
abstract = "For the first time, it has been shown that chiral bipyrrolidine derived bioinspired non-heme iron complexes of the types [LFeX2], [LFe(μ-O)2FeL][X]4, and [LFe(μ-O)(μ-OAc)FeL][X]2 (where L – aminopyridine ligand, X− = OTf−, SbF6 −, ClO4 −) are capable of efficiently conducting aerobic oxidative coupling of 2-naphthols in an asymmetric fashion, with formation of the corresponding enantiomerically enriched BINOLs (up to 56% ee) in good yields (up to 94% within 24 h), using as little as 1 mol% of the catalyst. The effect of ligand substitutents, solvent, counteranion, 2-naphthol structure, and oxygen pressure on the catalytic performance has been systematically examined.",
keywords = "Asymmetric catalysis, C–C bond formation, C–H activation, Dioxygen, Enzyme models, Iron, NONHEME IRON, ACTIVATION, CATALYST, H2O2, EPOXIDATION, C-H activation, C-C bond formation, OLEFINS, OXOVANADIUM(IV) COMPLEXES, RATIONAL DESIGN",
author = "Tkachenko, {Nikolay V.} and Lyakin, {Oleg Y.} and Samsonenko, {Denis G.} and Talsi, {Evgenii P.} and Bryliakov, {Konstantin P.}",
note = "Publisher Copyright: {\textcopyright} 2017 Elsevier B.V.",
year = "2018",
month = jan,
day = "10",
doi = "10.1016/j.catcom.2017.10.025",
language = "English",
volume = "104",
pages = "112--117",
journal = "Catalysis Communications",
issn = "1566-7367",
publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Highly efficient asymmetric aerobic oxidative coupling of 2-naphthols in the presence of bioinspired iron aminopyridine complexes

AU - Tkachenko, Nikolay V.

AU - Lyakin, Oleg Y.

AU - Samsonenko, Denis G.

AU - Talsi, Evgenii P.

AU - Bryliakov, Konstantin P.

N1 - Publisher Copyright: © 2017 Elsevier B.V.

PY - 2018/1/10

Y1 - 2018/1/10

N2 - For the first time, it has been shown that chiral bipyrrolidine derived bioinspired non-heme iron complexes of the types [LFeX2], [LFe(μ-O)2FeL][X]4, and [LFe(μ-O)(μ-OAc)FeL][X]2 (where L – aminopyridine ligand, X− = OTf−, SbF6 −, ClO4 −) are capable of efficiently conducting aerobic oxidative coupling of 2-naphthols in an asymmetric fashion, with formation of the corresponding enantiomerically enriched BINOLs (up to 56% ee) in good yields (up to 94% within 24 h), using as little as 1 mol% of the catalyst. The effect of ligand substitutents, solvent, counteranion, 2-naphthol structure, and oxygen pressure on the catalytic performance has been systematically examined.

AB - For the first time, it has been shown that chiral bipyrrolidine derived bioinspired non-heme iron complexes of the types [LFeX2], [LFe(μ-O)2FeL][X]4, and [LFe(μ-O)(μ-OAc)FeL][X]2 (where L – aminopyridine ligand, X− = OTf−, SbF6 −, ClO4 −) are capable of efficiently conducting aerobic oxidative coupling of 2-naphthols in an asymmetric fashion, with formation of the corresponding enantiomerically enriched BINOLs (up to 56% ee) in good yields (up to 94% within 24 h), using as little as 1 mol% of the catalyst. The effect of ligand substitutents, solvent, counteranion, 2-naphthol structure, and oxygen pressure on the catalytic performance has been systematically examined.

KW - Asymmetric catalysis

KW - C–C bond formation

KW - C–H activation

KW - Dioxygen

KW - Enzyme models

KW - Iron

KW - NONHEME IRON

KW - ACTIVATION

KW - CATALYST

KW - H2O2

KW - EPOXIDATION

KW - C-H activation

KW - C-C bond formation

KW - OLEFINS

KW - OXOVANADIUM(IV) COMPLEXES

KW - RATIONAL DESIGN

UR - http://www.scopus.com/inward/record.url?scp=85032908764&partnerID=8YFLogxK

U2 - 10.1016/j.catcom.2017.10.025

DO - 10.1016/j.catcom.2017.10.025

M3 - Article

AN - SCOPUS:85032908764

VL - 104

SP - 112

EP - 117

JO - Catalysis Communications

JF - Catalysis Communications

SN - 1566-7367

ER -

ID: 9266317