Selective sulfoxidation of aryl sulfides by coordinatively unsaturated metal centers in chromium carboxylate MIL-101

Young Kyu Hwang; Do Young Hong; Jong San Chang; Hyejin Seo; Minji Yoon; Jinheung Kim; Sung Hwa Jhung; Christian Serre; Gérard Férey

doi:10.1016/j.apcata.2009.02.018

Selective sulfoxidation of aryl sulfides by coordinatively unsaturated metal centers in chromium carboxylate MIL-101

Young Kyu Hwang, Do Young Hong, Jong San Chang, Hyejin Seo, Minji Yoon, Jinheung Kim, Sung Hwa Jhung, Christian Serre, Gérard Férey

Department of Chemistry & Nanoscience

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

123 Scopus citations

Abstract

The nanoporous chromium carboxylate MIL-101 with coordinatively unsaturated chromium sites has been shown to be active in the sulfoxidation of aryl sulfides with H₂O₂ to selectively produce the corresponding sulfoxides. Interestingly, the electron-releasing groups in the oxygenation reaction of para-X-phenylmethyl sulfoxides (X-Ph-S-CH₃, X = CH₃, H, NO₂, and CN) enhanced the oxidation reactivity in 1:1 mixtures of X-Ph-S-CH₃:H-Ph-S-CH₃. Moreover, the ¹⁸O-labeled experiments to understand the source of oxygen in sulfoxide products proved that the oxygen atom in the sulfoxide product was entirely derived from H₂O₂.

Original language	English
Pages (from-to)	249-253
Number of pages	5
Journal	Applied Catalysis A: General
Volume	358
Issue number	2
DOIs	https://doi.org/10.1016/j.apcata.2009.02.018
State	Published - 1 May 2009

Bibliographical note

Funding Information:
This work was supported by the Korea Research Council for Industrial Science & Technology (ISTK) through the Institutional Research Program, and by partially the SRC/ERC program of MOST/KOSEF (R11-2005-0008-00000-0 to JK) and Seoul R&BD Program (10816 to JK). The French partners are grateful to CNRS for the financial support. M.Y. is grateful for the BK 21 fellowship. The authors thank Prof. Marco Daturi and Dr. Alexandre Vimont for their IR measurements.

Keywords

Coordinatively unsaturated metal site (CUS)
HO
MIL-101
Metal-organic frameworks (MOFs)
Sulfoxidation

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title = "Selective sulfoxidation of aryl sulfides by coordinatively unsaturated metal centers in chromium carboxylate MIL-101",

abstract = "The nanoporous chromium carboxylate MIL-101 with coordinatively unsaturated chromium sites has been shown to be active in the sulfoxidation of aryl sulfides with H2O2 to selectively produce the corresponding sulfoxides. Interestingly, the electron-releasing groups in the oxygenation reaction of para-X-phenylmethyl sulfoxides (X-Ph-S-CH3, X = CH3, H, NO2, and CN) enhanced the oxidation reactivity in 1:1 mixtures of X-Ph-S-CH3:H-Ph-S-CH3. Moreover, the 18O-labeled experiments to understand the source of oxygen in sulfoxide products proved that the oxygen atom in the sulfoxide product was entirely derived from H2O2.",

keywords = "Coordinatively unsaturated metal site (CUS), HO, MIL-101, Metal-organic frameworks (MOFs), Sulfoxidation",

author = "Hwang, {Young Kyu} and Hong, {Do Young} and Chang, {Jong San} and Hyejin Seo and Minji Yoon and Jinheung Kim and Jhung, {Sung Hwa} and Christian Serre and G{\'e}rard F{\'e}rey",

note = "Funding Information: This work was supported by the Korea Research Council for Industrial Science & Technology (ISTK) through the Institutional Research Program, and by partially the SRC/ERC program of MOST/KOSEF (R11-2005-0008-00000-0 to JK) and Seoul R&BD Program (10816 to JK). The French partners are grateful to CNRS for the financial support. M.Y. is grateful for the BK 21 fellowship. The authors thank Prof. Marco Daturi and Dr. Alexandre Vimont for their IR measurements.",

year = "2009",

month = may,

day = "1",

doi = "10.1016/j.apcata.2009.02.018",

language = "English",

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journal = "Applied Catalysis A: General",

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T1 - Selective sulfoxidation of aryl sulfides by coordinatively unsaturated metal centers in chromium carboxylate MIL-101

AU - Hwang, Young Kyu

AU - Hong, Do Young

AU - Chang, Jong San

AU - Seo, Hyejin

AU - Yoon, Minji

AU - Kim, Jinheung

AU - Jhung, Sung Hwa

AU - Serre, Christian

AU - Férey, Gérard

N1 - Funding Information: This work was supported by the Korea Research Council for Industrial Science & Technology (ISTK) through the Institutional Research Program, and by partially the SRC/ERC program of MOST/KOSEF (R11-2005-0008-00000-0 to JK) and Seoul R&BD Program (10816 to JK). The French partners are grateful to CNRS for the financial support. M.Y. is grateful for the BK 21 fellowship. The authors thank Prof. Marco Daturi and Dr. Alexandre Vimont for their IR measurements.

PY - 2009/5/1

Y1 - 2009/5/1

N2 - The nanoporous chromium carboxylate MIL-101 with coordinatively unsaturated chromium sites has been shown to be active in the sulfoxidation of aryl sulfides with H2O2 to selectively produce the corresponding sulfoxides. Interestingly, the electron-releasing groups in the oxygenation reaction of para-X-phenylmethyl sulfoxides (X-Ph-S-CH3, X = CH3, H, NO2, and CN) enhanced the oxidation reactivity in 1:1 mixtures of X-Ph-S-CH3:H-Ph-S-CH3. Moreover, the 18O-labeled experiments to understand the source of oxygen in sulfoxide products proved that the oxygen atom in the sulfoxide product was entirely derived from H2O2.

AB - The nanoporous chromium carboxylate MIL-101 with coordinatively unsaturated chromium sites has been shown to be active in the sulfoxidation of aryl sulfides with H2O2 to selectively produce the corresponding sulfoxides. Interestingly, the electron-releasing groups in the oxygenation reaction of para-X-phenylmethyl sulfoxides (X-Ph-S-CH3, X = CH3, H, NO2, and CN) enhanced the oxidation reactivity in 1:1 mixtures of X-Ph-S-CH3:H-Ph-S-CH3. Moreover, the 18O-labeled experiments to understand the source of oxygen in sulfoxide products proved that the oxygen atom in the sulfoxide product was entirely derived from H2O2.

KW - Coordinatively unsaturated metal site (CUS)

KW - HO

KW - MIL-101

KW - Metal-organic frameworks (MOFs)

KW - Sulfoxidation

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M3 - Article

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VL - 358

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EP - 253

JO - Applied Catalysis A: General

JF - Applied Catalysis A: General

IS - 2

ER -

Selective sulfoxidation of aryl sulfides by coordinatively unsaturated metal centers in chromium carboxylate MIL-101

Abstract

Bibliographical note

Keywords

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