Anionic WS-TEMPO-mediatory electrooxidation of alcohols in water: halide-free oxidation directed towards a totally closed system

Koichi Mitsudo; Hiroki Kumagai; Fumiko Takabatake; Jun Kubota; Hideo Tanaka

doi:10.1016/j.tetlet.2007.10.088

Anionic WS-TEMPO-mediatory electrooxidation of alcohols in water: halide-free oxidation directed towards a totally closed system

Koichi Mitsudo, Hiroki Kumagai, Fumiko Takabatake, Jun Kubota, Hideo Tanaka

School of Engineering

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

25 Citations (Scopus)

Abstract

Electrooxidation of alcohols in water with water-soluble N-oxyl derivatives bearing a sulfonic acid group (anionic WS-TEMPOs) as a mediator proceeded to afford the corresponding ketones and aldehydes in moderate to good yields. The aqueous solution containing WS-TEMPOs could be readily recovered and reused for the electrooxidation of alcohols, thereby providing a totally closed system.

Original language	English
Pages (from-to)	8994-8997
Number of pages	4
Journal	Tetrahedron Letters
Volume	48
Issue number	51
DOIs	https://doi.org/10.1016/j.tetlet.2007.10.088
Publication status	Published - Dec 17 2007

Keywords

Alcohol
Electrooxidation
N-Oxyl
TEMPO
Water
Water-soluble mediator

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2007.10.088

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title = "Anionic WS-TEMPO-mediatory electrooxidation of alcohols in water: halide-free oxidation directed towards a totally closed system",

abstract = "Electrooxidation of alcohols in water with water-soluble N-oxyl derivatives bearing a sulfonic acid group (anionic WS-TEMPOs) as a mediator proceeded to afford the corresponding ketones and aldehydes in moderate to good yields. The aqueous solution containing WS-TEMPOs could be readily recovered and reused for the electrooxidation of alcohols, thereby providing a totally closed system.",

keywords = "Alcohol, Electrooxidation, N-Oxyl, TEMPO, Water, Water-soluble mediator",

author = "Koichi Mitsudo and Hiroki Kumagai and Fumiko Takabatake and Jun Kubota and Hideo Tanaka",

note = "Funding Information: This research was supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan. We thank the SC-NMR Laboratory of Okayama University for 1 H and 13 C NMR analysis.",

year = "2007",

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day = "17",

doi = "10.1016/j.tetlet.2007.10.088",

language = "English",

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journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Anionic WS-TEMPO-mediatory electrooxidation of alcohols in water

T2 - halide-free oxidation directed towards a totally closed system

AU - Mitsudo, Koichi

AU - Kumagai, Hiroki

AU - Takabatake, Fumiko

AU - Kubota, Jun

AU - Tanaka, Hideo

N1 - Funding Information: This research was supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan. We thank the SC-NMR Laboratory of Okayama University for 1 H and 13 C NMR analysis.

PY - 2007/12/17

Y1 - 2007/12/17

N2 - Electrooxidation of alcohols in water with water-soluble N-oxyl derivatives bearing a sulfonic acid group (anionic WS-TEMPOs) as a mediator proceeded to afford the corresponding ketones and aldehydes in moderate to good yields. The aqueous solution containing WS-TEMPOs could be readily recovered and reused for the electrooxidation of alcohols, thereby providing a totally closed system.

AB - Electrooxidation of alcohols in water with water-soluble N-oxyl derivatives bearing a sulfonic acid group (anionic WS-TEMPOs) as a mediator proceeded to afford the corresponding ketones and aldehydes in moderate to good yields. The aqueous solution containing WS-TEMPOs could be readily recovered and reused for the electrooxidation of alcohols, thereby providing a totally closed system.

KW - Alcohol

KW - Electrooxidation

KW - N-Oxyl

KW - TEMPO

KW - Water

KW - Water-soluble mediator

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DO - 10.1016/j.tetlet.2007.10.088

M3 - Article

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SN - 0040-4039

VL - 48

SP - 8994

EP - 8997

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 51

ER -

Anionic WS-TEMPO-mediatory electrooxidation of alcohols in water: halide-free oxidation directed towards a totally closed system

Abstract

Keywords

ASJC Scopus subject areas

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