An oxidovanadium(IV) complex with 4,4′-di-tert-butyl-2,2′-bipyridine ligand: Synthesis, structure and catalyzed cyclooctene epoxidation

Iakov S. Fomenko; Sandrine Vincendeau; Eric Manoury; Rinaldo Poli; Pavel A. Abramov; Vladimir A. Nadolinny; Maxim N. Sokolov; Artem L. Gushchin

doi:10.1016/j.poly.2019.114305

An oxidovanadium(IV) complex with 4,4′-di-tert-butyl-2,2′-bipyridine ligand: Synthesis, structure and catalyzed cyclooctene epoxidation

Iakov S. Fomenko, Sandrine Vincendeau, Eric Manoury, Rinaldo Poli, Pavel A. Abramov, Vladimir A. Nadolinny, Maxim N. Sokolov, Artem L. Gushchin

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

3 Citations (Scopus)

Abstract

The interaction of vanadium(III) chloride (VCl₃) with 4,4′-di-tert-butyl-2,2′-bipyridine (dbbpy) in air resulted in the monomeric oxidovanadium(IV) complex [VOCl₂(dbbpy)(H₂O)] (1) in high yield. The complex was characterized by IR and EPR spectroscopies, by elemental analysis, and by single crystal X-ray diffraction analysis. The vanadium atom has a distorted octahedral coordination environment. The EPR spectrum of 1 in CH₂Cl₂ demonstrates an eight-line signal typical of vanadium(IV) with a d¹ electronic configuration. Complex 1 exhibits catalytic activity in the cyclooctene oxidation with tert-butyl hydroperoxide (TBHP) in CHCl₃. Detailed EPR, NMR and GC–MS studies of the reaction revealed a few mechanistic details and the nature of by-products that are generated by involvement of the chloroform solvent.

Original language	English
Article number	114305
Number of pages	7
Journal	Polyhedron
Volume	177
DOIs	https://doi.org/10.1016/j.poly.2019.114305
Publication status	Published - 1 Feb 2020

Keywords

2-2′-Bipyridine ligands
Crystal structure
Cyclooctene epoxidation
EPR spectroscopy
Oxidovanadium(IV) complexes
2-2 '-Bipyridine ligands
CRYSTAL-STRUCTURE
VANADIUM COMPLEXES
REACTIVITY
AROMATIZATION
ALCOHOLS
ALKENES
SCHIFF-BASE COMPLEX
AEROBIC OXIDATION
OLEFINS
DERIVATIVES

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@article{b567c281ebf946a3ab2a91e68066a9e9,

title = "An oxidovanadium(IV) complex with 4,4′-di-tert-butyl-2,2′-bipyridine ligand: Synthesis, structure and catalyzed cyclooctene epoxidation",

abstract = "The interaction of vanadium(III) chloride (VCl3) with 4,4′-di-tert-butyl-2,2′-bipyridine (dbbpy) in air resulted in the monomeric oxidovanadium(IV) complex [VOCl2(dbbpy)(H2O)] (1) in high yield. The complex was characterized by IR and EPR spectroscopies, by elemental analysis, and by single crystal X-ray diffraction analysis. The vanadium atom has a distorted octahedral coordination environment. The EPR spectrum of 1 in CH2Cl2 demonstrates an eight-line signal typical of vanadium(IV) with a d1 electronic configuration. Complex 1 exhibits catalytic activity in the cyclooctene oxidation with tert-butyl hydroperoxide (TBHP) in CHCl3. Detailed EPR, NMR and GC–MS studies of the reaction revealed a few mechanistic details and the nature of by-products that are generated by involvement of the chloroform solvent.",

keywords = "2-2′-Bipyridine ligands, Crystal structure, Cyclooctene epoxidation, EPR spectroscopy, Oxidovanadium(IV) complexes, 2-2 '-Bipyridine ligands, CRYSTAL-STRUCTURE, VANADIUM COMPLEXES, REACTIVITY, AROMATIZATION, ALCOHOLS, ALKENES, SCHIFF-BASE COMPLEX, AEROBIC OXIDATION, OLEFINS, DERIVATIVES",

author = "Fomenko, {Iakov S.} and Sandrine Vincendeau and Eric Manoury and Rinaldo Poli and Abramov, {Pavel A.} and Nadolinny, {Vladimir A.} and Sokolov, {Maxim N.} and Gushchin, {Artem L.}",

year = "2020",

month = feb,

day = "1",

doi = "10.1016/j.poly.2019.114305",

language = "English",

volume = "177",

journal = "Polyhedron",

issn = "0277-5387",

publisher = "Elsevier",

}

An oxidovanadium(IV) complex with 4,4′-di-tert-butyl-2,2′-bipyridine ligand : Synthesis, structure and catalyzed cyclooctene epoxidation. / Fomenko, Iakov S.; Vincendeau, Sandrine; Manoury, Eric; Poli, Rinaldo; Abramov, Pavel A.; Nadolinny, Vladimir A.; Sokolov, Maxim N.; Gushchin, Artem L.

In: Polyhedron, Vol. 177, 114305, 01.02.2020.

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

TY - JOUR

T1 - An oxidovanadium(IV) complex with 4,4′-di-tert-butyl-2,2′-bipyridine ligand

T2 - Synthesis, structure and catalyzed cyclooctene epoxidation

AU - Fomenko, Iakov S.

AU - Vincendeau, Sandrine

AU - Manoury, Eric

AU - Poli, Rinaldo

AU - Abramov, Pavel A.

AU - Nadolinny, Vladimir A.

AU - Sokolov, Maxim N.

AU - Gushchin, Artem L.

PY - 2020/2/1

Y1 - 2020/2/1

N2 - The interaction of vanadium(III) chloride (VCl3) with 4,4′-di-tert-butyl-2,2′-bipyridine (dbbpy) in air resulted in the monomeric oxidovanadium(IV) complex [VOCl2(dbbpy)(H2O)] (1) in high yield. The complex was characterized by IR and EPR spectroscopies, by elemental analysis, and by single crystal X-ray diffraction analysis. The vanadium atom has a distorted octahedral coordination environment. The EPR spectrum of 1 in CH2Cl2 demonstrates an eight-line signal typical of vanadium(IV) with a d1 electronic configuration. Complex 1 exhibits catalytic activity in the cyclooctene oxidation with tert-butyl hydroperoxide (TBHP) in CHCl3. Detailed EPR, NMR and GC–MS studies of the reaction revealed a few mechanistic details and the nature of by-products that are generated by involvement of the chloroform solvent.

AB - The interaction of vanadium(III) chloride (VCl3) with 4,4′-di-tert-butyl-2,2′-bipyridine (dbbpy) in air resulted in the monomeric oxidovanadium(IV) complex [VOCl2(dbbpy)(H2O)] (1) in high yield. The complex was characterized by IR and EPR spectroscopies, by elemental analysis, and by single crystal X-ray diffraction analysis. The vanadium atom has a distorted octahedral coordination environment. The EPR spectrum of 1 in CH2Cl2 demonstrates an eight-line signal typical of vanadium(IV) with a d1 electronic configuration. Complex 1 exhibits catalytic activity in the cyclooctene oxidation with tert-butyl hydroperoxide (TBHP) in CHCl3. Detailed EPR, NMR and GC–MS studies of the reaction revealed a few mechanistic details and the nature of by-products that are generated by involvement of the chloroform solvent.

KW - 2-2′-Bipyridine ligands

KW - Crystal structure

KW - Cyclooctene epoxidation

KW - EPR spectroscopy

KW - Oxidovanadium(IV) complexes

KW - 2-2 '-Bipyridine ligands

KW - CRYSTAL-STRUCTURE

KW - VANADIUM COMPLEXES

KW - REACTIVITY

KW - AROMATIZATION

KW - ALCOHOLS

KW - ALKENES

KW - SCHIFF-BASE COMPLEX

KW - AEROBIC OXIDATION

KW - OLEFINS

KW - DERIVATIVES

UR - http://www.scopus.com/inward/record.url?scp=85076847276&partnerID=8YFLogxK

U2 - 10.1016/j.poly.2019.114305

DO - 10.1016/j.poly.2019.114305

M3 - Article

AN - SCOPUS:85076847276

VL - 177

JO - Polyhedron

JF - Polyhedron

SN - 0277-5387

M1 - 114305

ER -