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

Korea Research Institute of Chemical Technology
Ewha Womans University
Institut Lavoisier de Versailles

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

125 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

Keywords

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

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10.1016/j.apcata.2009.02.018

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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, Metal-organic frameworks (MOFs), MIL-101, 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",

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

language = "English",

volume = "358",

pages = "249--253",

journal = "Applied Catalysis A: General",

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publisher = "Elsevier B.V.",

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TY - JOUR

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

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 - Metal-organic frameworks (MOFs)

KW - MIL-101

KW - Sulfoxidation

UR - https://www.scopus.com/pages/publications/63249089255

U2 - 10.1016/j.apcata.2009.02.018

DO - 10.1016/j.apcata.2009.02.018

M3 - Article

AN - SCOPUS:63249089255

SN - 0926-860X

VL - 358

SP - 249

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

Keywords

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