Steric effects of catalysts and substrates on catechol oxidation catalysis: Cyclodimeric copper(II) complexes containing 1,4-bis(dimethyl(quinolin-3-yl)silyl)benzene

Hyeun Kim; Haeri Lee; Tae Hwan Noh; Jongki Hong; Ok Sang Jung

doi:10.1016/j.ica.2015.12.026

Steric effects of catalysts and substrates on catechol oxidation catalysis: Cyclodimeric copper(II) complexes containing 1,4-bis(dimethyl(quinolin-3-yl)silyl)benzene

Hyeun Kim
, Haeri Lee
, Tae Hwan Noh
, Jongki Hong
, Ok Sang Jung^*

^*Corresponding author for this work

Chemistry Education

Pusan National University
Kyung Hee University

Research output: Contribution to journal › Journal article › peer-review

2 Scopus citations

Abstract

Reaction of CuX₂ with new ligand, 1,4-bis(dimethyl(quinolin-3-yl)silyl)benzene (L), in alcohol affords C₂-symmetric double-alkoxy-supported cyclodimeric copper(II) complexes, [Cu(μ-OR)(L)]₂(X)₂ (R = Me, Et, ⁱPr; X^- = ClO₄^-, BF₄^-) in high yields. These cyclodimeric species with intracyclic Cu⋯Cu distances of 2.92-2.98 Å show the significant catalytic effects on the catechol oxidation catalysis in chloroform in the order [Cu(μ-OMe)(L)]₂(X)₂ > [Cu(μ-OEt)(L)]₂(X)₂ > [Cu(μ-OⁱPr)(L)]₂(X)₂. Furthermore, the catalytic efficiency is strongly substrate-dependent in the order 4-BuCat > 4-ClCat > 3,5-DBuCat > Cat. Such notable catalytic effects potentially can be explained by the steric hindrance of both catalysts and substrates.

Original language	English
Pages (from-to)	51-56
Number of pages	6
Journal	Inorganica Chimica Acta
Volume	443
DOIs	https://doi.org/10.1016/j.ica.2015.12.026
State	Published - 2016.03.24

Keywords

Catechol oxidation
Copper
Cyclodimers
Steric hindrance
Substrates

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@article{3fef113996ec4672b1cb9e54c39598e1,

title = "Steric effects of catalysts and substrates on catechol oxidation catalysis: Cyclodimeric copper(II) complexes containing 1,4-bis(dimethyl(quinolin-3-yl)silyl)benzene",

abstract = "Reaction of CuX2 with new ligand, 1,4-bis(dimethyl(quinolin-3-yl)silyl)benzene (L), in alcohol affords C2-symmetric double-alkoxy-supported cyclodimeric copper(II) complexes, [Cu(μ-OR)(L)]2(X)2 (R = Me, Et, iPr; X- = ClO4-, BF4-) in high yields. These cyclodimeric species with intracyclic Cu⋯Cu distances of 2.92-2.98 {\AA} show the significant catalytic effects on the catechol oxidation catalysis in chloroform in the order [Cu(μ-OMe)(L)]2(X)2 > [Cu(μ-OEt)(L)]2(X)2 > [Cu(μ-OiPr)(L)]2(X)2. Furthermore, the catalytic efficiency is strongly substrate-dependent in the order 4-BuCat > 4-ClCat > 3,5-DBuCat > Cat. Such notable catalytic effects potentially can be explained by the steric hindrance of both catalysts and substrates.",

keywords = "Catechol oxidation, Copper, Cyclodimers, Steric hindrance, Substrates",

author = "Hyeun Kim and Haeri Lee and Noh, \{Tae Hwan\} and Jongki Hong and Jung, \{Ok Sang\}",

year = "2016",

month = mar,

day = "24",

doi = "10.1016/j.ica.2015.12.026",

language = "English",

volume = "443",

pages = "51--56",

journal = "Inorganica Chimica Acta",

issn = "0020-1693",

}

TY - JOUR

T1 - Steric effects of catalysts and substrates on catechol oxidation catalysis

T2 - Cyclodimeric copper(II) complexes containing 1,4-bis(dimethyl(quinolin-3-yl)silyl)benzene

AU - Kim, Hyeun

AU - Lee, Haeri

AU - Noh, Tae Hwan

AU - Hong, Jongki

AU - Jung, Ok Sang

PY - 2016/3/24

Y1 - 2016/3/24

N2 - Reaction of CuX2 with new ligand, 1,4-bis(dimethyl(quinolin-3-yl)silyl)benzene (L), in alcohol affords C2-symmetric double-alkoxy-supported cyclodimeric copper(II) complexes, [Cu(μ-OR)(L)]2(X)2 (R = Me, Et, iPr; X- = ClO4-, BF4-) in high yields. These cyclodimeric species with intracyclic Cu⋯Cu distances of 2.92-2.98 Å show the significant catalytic effects on the catechol oxidation catalysis in chloroform in the order [Cu(μ-OMe)(L)]2(X)2 > [Cu(μ-OEt)(L)]2(X)2 > [Cu(μ-OiPr)(L)]2(X)2. Furthermore, the catalytic efficiency is strongly substrate-dependent in the order 4-BuCat > 4-ClCat > 3,5-DBuCat > Cat. Such notable catalytic effects potentially can be explained by the steric hindrance of both catalysts and substrates.

AB - Reaction of CuX2 with new ligand, 1,4-bis(dimethyl(quinolin-3-yl)silyl)benzene (L), in alcohol affords C2-symmetric double-alkoxy-supported cyclodimeric copper(II) complexes, [Cu(μ-OR)(L)]2(X)2 (R = Me, Et, iPr; X- = ClO4-, BF4-) in high yields. These cyclodimeric species with intracyclic Cu⋯Cu distances of 2.92-2.98 Å show the significant catalytic effects on the catechol oxidation catalysis in chloroform in the order [Cu(μ-OMe)(L)]2(X)2 > [Cu(μ-OEt)(L)]2(X)2 > [Cu(μ-OiPr)(L)]2(X)2. Furthermore, the catalytic efficiency is strongly substrate-dependent in the order 4-BuCat > 4-ClCat > 3,5-DBuCat > Cat. Such notable catalytic effects potentially can be explained by the steric hindrance of both catalysts and substrates.

KW - Catechol oxidation

KW - Copper

KW - Cyclodimers

KW - Steric hindrance

KW - Substrates

UR - https://www.scopus.com/pages/publications/84952910015

U2 - 10.1016/j.ica.2015.12.026

DO - 10.1016/j.ica.2015.12.026

M3 - Journal article

AN - SCOPUS:84952910015

SN - 0020-1693

VL - 443

SP - 51

EP - 56

JO - Inorganica Chimica Acta

JF - Inorganica Chimica Acta

ER -

Steric effects of catalysts and substrates on catechol oxidation catalysis: Cyclodimeric copper(II) complexes containing 1,4-bis(dimethyl(quinolin-3-yl)silyl)benzene

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