Selective oxidation of thioanisole with hydrogen peroxide using copper complexes encapsulated in zeolite: Formation of a thermally stable and reactive copper hydroperoxo species

Syuhei Yamaguchi, Akinori Suzuki, Makoto Togawa, Maiko Nishibori, Hidenori Yahiro

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

[Cu(terpy)]2+ complexes encapsulated into Na-Y zeolite ([Cu(terpy)]2+@Y) were prepared, and their catalytic activities for the oxidation of sulfides using hydrogen peroxide were investigated. Several spectroscopic results, as well as elemental analysis, demonstrated the formation of [Cu(terpy)]2+ complexes in supercages of Y-zeolite. [Cu(terpy)]2+@Y exhibited high selectivity for the oxidation of thioanisole into methylphenylsulfoxide when H2O2 was used. The kinetic study of this oxidation at the catalyst [Cu(terpy)]2+@Y suggests that the reaction of [Cu(terpy)]2+ species with H2O2 is the rate-determining step. The oxidation of thioanisole, benzene, and 2-phenylethylamine using [[Cu(terpy)]2+@Y]∗, which was prepared from the reaction between [Cu(terpy)]2+@Y and H2O2, quantitatively proceeded to methylphenylsulfoxide, phenol, and 2-amino-1-phenylethanol, respectively. The reaction of [Cu(terpy)]2+@Y and H2O2 was found to yield thermally stable but active CuII-OOH species in [Cu(terpy)]2+@Y.

Original languageEnglish
Pages (from-to)2645-2650
Number of pages6
JournalACS Catalysis
Volume8
Issue number4
DOIs
Publication statusPublished - Apr 6 2018

Fingerprint

Zeolites
Hydrogen peroxide
Hydrogen Peroxide
Copper
Oxidation
Phenol
Benzene
Phenols
Catalyst activity
Catalysts
Kinetics
methylphenylsulfide
Chemical analysis

All Science Journal Classification (ASJC) codes

  • Catalysis

Cite this

Selective oxidation of thioanisole with hydrogen peroxide using copper complexes encapsulated in zeolite : Formation of a thermally stable and reactive copper hydroperoxo species. / Yamaguchi, Syuhei; Suzuki, Akinori; Togawa, Makoto; Nishibori, Maiko; Yahiro, Hidenori.

In: ACS Catalysis, Vol. 8, No. 4, 06.04.2018, p. 2645-2650.

Research output: Contribution to journalArticle

@article{ed6f77abc92a473591b68ebe8d1c9c50,
title = "Selective oxidation of thioanisole with hydrogen peroxide using copper complexes encapsulated in zeolite: Formation of a thermally stable and reactive copper hydroperoxo species",
abstract = "[Cu(terpy)]2+ complexes encapsulated into Na-Y zeolite ([Cu(terpy)]2+@Y) were prepared, and their catalytic activities for the oxidation of sulfides using hydrogen peroxide were investigated. Several spectroscopic results, as well as elemental analysis, demonstrated the formation of [Cu(terpy)]2+ complexes in supercages of Y-zeolite. [Cu(terpy)]2+@Y exhibited high selectivity for the oxidation of thioanisole into methylphenylsulfoxide when H2O2 was used. The kinetic study of this oxidation at the catalyst [Cu(terpy)]2+@Y suggests that the reaction of [Cu(terpy)]2+ species with H2O2 is the rate-determining step. The oxidation of thioanisole, benzene, and 2-phenylethylamine using [[Cu(terpy)]2+@Y]∗, which was prepared from the reaction between [Cu(terpy)]2+@Y and H2O2, quantitatively proceeded to methylphenylsulfoxide, phenol, and 2-amino-1-phenylethanol, respectively. The reaction of [Cu(terpy)]2+@Y and H2O2 was found to yield thermally stable but active CuII-OOH species in [Cu(terpy)]2+@Y.",
author = "Syuhei Yamaguchi and Akinori Suzuki and Makoto Togawa and Maiko Nishibori and Hidenori Yahiro",
year = "2018",
month = "4",
day = "6",
doi = "10.1021/acscatal.7b04092",
language = "English",
volume = "8",
pages = "2645--2650",
journal = "ACS Catalysis",
issn = "2155-5435",
publisher = "American Chemical Society",
number = "4",

}

TY - JOUR

T1 - Selective oxidation of thioanisole with hydrogen peroxide using copper complexes encapsulated in zeolite

T2 - Formation of a thermally stable and reactive copper hydroperoxo species

AU - Yamaguchi, Syuhei

AU - Suzuki, Akinori

AU - Togawa, Makoto

AU - Nishibori, Maiko

AU - Yahiro, Hidenori

PY - 2018/4/6

Y1 - 2018/4/6

N2 - [Cu(terpy)]2+ complexes encapsulated into Na-Y zeolite ([Cu(terpy)]2+@Y) were prepared, and their catalytic activities for the oxidation of sulfides using hydrogen peroxide were investigated. Several spectroscopic results, as well as elemental analysis, demonstrated the formation of [Cu(terpy)]2+ complexes in supercages of Y-zeolite. [Cu(terpy)]2+@Y exhibited high selectivity for the oxidation of thioanisole into methylphenylsulfoxide when H2O2 was used. The kinetic study of this oxidation at the catalyst [Cu(terpy)]2+@Y suggests that the reaction of [Cu(terpy)]2+ species with H2O2 is the rate-determining step. The oxidation of thioanisole, benzene, and 2-phenylethylamine using [[Cu(terpy)]2+@Y]∗, which was prepared from the reaction between [Cu(terpy)]2+@Y and H2O2, quantitatively proceeded to methylphenylsulfoxide, phenol, and 2-amino-1-phenylethanol, respectively. The reaction of [Cu(terpy)]2+@Y and H2O2 was found to yield thermally stable but active CuII-OOH species in [Cu(terpy)]2+@Y.

AB - [Cu(terpy)]2+ complexes encapsulated into Na-Y zeolite ([Cu(terpy)]2+@Y) were prepared, and their catalytic activities for the oxidation of sulfides using hydrogen peroxide were investigated. Several spectroscopic results, as well as elemental analysis, demonstrated the formation of [Cu(terpy)]2+ complexes in supercages of Y-zeolite. [Cu(terpy)]2+@Y exhibited high selectivity for the oxidation of thioanisole into methylphenylsulfoxide when H2O2 was used. The kinetic study of this oxidation at the catalyst [Cu(terpy)]2+@Y suggests that the reaction of [Cu(terpy)]2+ species with H2O2 is the rate-determining step. The oxidation of thioanisole, benzene, and 2-phenylethylamine using [[Cu(terpy)]2+@Y]∗, which was prepared from the reaction between [Cu(terpy)]2+@Y and H2O2, quantitatively proceeded to methylphenylsulfoxide, phenol, and 2-amino-1-phenylethanol, respectively. The reaction of [Cu(terpy)]2+@Y and H2O2 was found to yield thermally stable but active CuII-OOH species in [Cu(terpy)]2+@Y.

UR - http://www.scopus.com/inward/record.url?scp=85045092914&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85045092914&partnerID=8YFLogxK

U2 - 10.1021/acscatal.7b04092

DO - 10.1021/acscatal.7b04092

M3 - Article

AN - SCOPUS:85045092914

VL - 8

SP - 2645

EP - 2650

JO - ACS Catalysis

JF - ACS Catalysis

SN - 2155-5435

IS - 4

ER -