Electro-conversion of cumene into acetophenone using boron-doped diamond electrodes

Mana Kitano; Tsuyoshi Saitoh; Shigeru Nishiyama; Yasuaki Einaga; Takashi Yamamoto

doi:10.3762/bjoc.18.119

Electro-conversion of cumene into acetophenone using boron-doped diamond electrodes

Mana Kitano, Tsuyoshi Saitoh, Shigeru Nishiyama, Yasuaki Einaga, Takashi Yamamoto

Department of Chemistry

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

4 Citations (Scopus)

Abstract

A straightforward electro-conversion of cumene into acetophenone has been reported using boron-doped diamond (BDD) electrodes. This particular conversion is driven by the addition reaction of a cathodically generated hydroperoxide anion to an anodically generated cumyl cation, where the BDD's wide potential window enables the direct anodic oxidation of cumene into the cumyl cation. Since electricity is directly employed as the oxidizing and reducing reagents, the present protocol is easy to use, suitable for scale-up, and inherently safe.

Original language	English
Pages (from-to)	1154-1158
Number of pages	5
Journal	Beilstein Journal of Organic Chemistry
Volume	18
DOIs	https://doi.org/10.3762/bjoc.18.119
Publication status	Published - 2022

Keywords

aromatic alkyl
boron-doped diamond electrode
electrosynthesis
oxidation

ASJC Scopus subject areas

Organic Chemistry

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10.3762/bjoc.18.119

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title = "Electro-conversion of cumene into acetophenone using boron-doped diamond electrodes",

abstract = "A straightforward electro-conversion of cumene into acetophenone has been reported using boron-doped diamond (BDD) electrodes. This particular conversion is driven by the addition reaction of a cathodically generated hydroperoxide anion to an anodically generated cumyl cation, where the BDD's wide potential window enables the direct anodic oxidation of cumene into the cumyl cation. Since electricity is directly employed as the oxidizing and reducing reagents, the present protocol is easy to use, suitable for scale-up, and inherently safe.",

keywords = "aromatic alkyl, boron-doped diamond electrode, electrosynthesis, oxidation",

author = "Mana Kitano and Tsuyoshi Saitoh and Shigeru Nishiyama and Yasuaki Einaga and Takashi Yamamoto",

note = "Funding Information: This work was supported by Keio University Academic Development Funds. Publisher Copyright: {\textcopyright} 2022 Kitano et al.; licensee Beilstein-Institut.",

year = "2022",

doi = "10.3762/bjoc.18.119",

language = "English",

volume = "18",

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T1 - Electro-conversion of cumene into acetophenone using boron-doped diamond electrodes

AU - Kitano, Mana

AU - Saitoh, Tsuyoshi

AU - Nishiyama, Shigeru

AU - Einaga, Yasuaki

AU - Yamamoto, Takashi

PY - 2022

Y1 - 2022

N2 - A straightforward electro-conversion of cumene into acetophenone has been reported using boron-doped diamond (BDD) electrodes. This particular conversion is driven by the addition reaction of a cathodically generated hydroperoxide anion to an anodically generated cumyl cation, where the BDD's wide potential window enables the direct anodic oxidation of cumene into the cumyl cation. Since electricity is directly employed as the oxidizing and reducing reagents, the present protocol is easy to use, suitable for scale-up, and inherently safe.

AB - A straightforward electro-conversion of cumene into acetophenone has been reported using boron-doped diamond (BDD) electrodes. This particular conversion is driven by the addition reaction of a cathodically generated hydroperoxide anion to an anodically generated cumyl cation, where the BDD's wide potential window enables the direct anodic oxidation of cumene into the cumyl cation. Since electricity is directly employed as the oxidizing and reducing reagents, the present protocol is easy to use, suitable for scale-up, and inherently safe.

KW - aromatic alkyl

KW - boron-doped diamond electrode

KW - electrosynthesis

KW - oxidation

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DO - 10.3762/bjoc.18.119

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SN - 1860-5397

VL - 18

SP - 1154

EP - 1158

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

Electro-conversion of cumene into acetophenone using boron-doped diamond electrodes

Abstract

Keywords

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