Cyclopentadienyl Ruthenium(II) Complex-Mediated Oxidation of Benzylic and Allylic Alcohols to Corresponding Aldehydes

This work reports an efficient method for the oxidation reaction of aliphatic, aromatic allylic, and benzylic alcohols into aldehydes catalyzed by the cyclopentadienyl ruthenium(II) complex (RuCpCl(PPh3)2) with bubbled O2. Through further optimizing controlled studies, the tendency order of oxidatio...

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Main Authors: Ching-Yuh Chern, Ching-Chun Tseng, Rong-Hong Hsiao, Fung Fuh Wong, Yueh-Hsiung Kuo
Format: Article
Language:English
Published: Wiley 2019-01-01
Series:Heteroatom Chemistry
Online Access:http://dx.doi.org/10.1155/2019/5053702
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author Ching-Yuh Chern
Ching-Chun Tseng
Rong-Hong Hsiao
Fung Fuh Wong
Yueh-Hsiung Kuo
author_facet Ching-Yuh Chern
Ching-Chun Tseng
Rong-Hong Hsiao
Fung Fuh Wong
Yueh-Hsiung Kuo
author_sort Ching-Yuh Chern
collection DOAJ
description This work reports an efficient method for the oxidation reaction of aliphatic, aromatic allylic, and benzylic alcohols into aldehydes catalyzed by the cyclopentadienyl ruthenium(II) complex (RuCpCl(PPh3)2) with bubbled O2. Through further optimizing controlled studies, the tendency order of oxidation reactivity was determined as follows: benzylic alcohols > aromatic allylic alcohols >> aliphatic alcohols. In addition, this method has several advantages, including a small amount of catalyst (0.5 mol%) and selective application of high discrimination activity of aliphatic, aromatic allylic, and benzylic alcohols.
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id doaj-art-ece78e5f4e484871a8f354d2c35a2a36
institution DOAJ
issn 1042-7163
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language English
publishDate 2019-01-01
publisher Wiley
record_format Article
series Heteroatom Chemistry
spelling doaj-art-ece78e5f4e484871a8f354d2c35a2a362025-08-20T03:21:26ZengWileyHeteroatom Chemistry1042-71631098-10712019-01-01201910.1155/2019/50537025053702Cyclopentadienyl Ruthenium(II) Complex-Mediated Oxidation of Benzylic and Allylic Alcohols to Corresponding AldehydesChing-Yuh Chern0Ching-Chun Tseng1Rong-Hong Hsiao2Fung Fuh Wong3Yueh-Hsiung Kuo4Department of Applied Chemistry, National Chia-Yi University, Chia-Yi 60004, TaiwanThe Ph.D. Program for Biotech Pharmaceutical Industry, China Medical University, No. 91, Hsueh-Shih Rd., Taichung 40402, TaiwanSchool of Pharmacy, China Medical University, No. 91, Hsueh-Shih Rd., Taichung 40402, TaiwanThe Ph.D. Program for Biotech Pharmaceutical Industry, China Medical University, No. 91, Hsueh-Shih Rd., Taichung 40402, TaiwanDepartment of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, China Medical University, Taichung 40402, TaiwanThis work reports an efficient method for the oxidation reaction of aliphatic, aromatic allylic, and benzylic alcohols into aldehydes catalyzed by the cyclopentadienyl ruthenium(II) complex (RuCpCl(PPh3)2) with bubbled O2. Through further optimizing controlled studies, the tendency order of oxidation reactivity was determined as follows: benzylic alcohols > aromatic allylic alcohols >> aliphatic alcohols. In addition, this method has several advantages, including a small amount of catalyst (0.5 mol%) and selective application of high discrimination activity of aliphatic, aromatic allylic, and benzylic alcohols.http://dx.doi.org/10.1155/2019/5053702
spellingShingle Ching-Yuh Chern
Ching-Chun Tseng
Rong-Hong Hsiao
Fung Fuh Wong
Yueh-Hsiung Kuo
Cyclopentadienyl Ruthenium(II) Complex-Mediated Oxidation of Benzylic and Allylic Alcohols to Corresponding Aldehydes
Heteroatom Chemistry
title Cyclopentadienyl Ruthenium(II) Complex-Mediated Oxidation of Benzylic and Allylic Alcohols to Corresponding Aldehydes
title_full Cyclopentadienyl Ruthenium(II) Complex-Mediated Oxidation of Benzylic and Allylic Alcohols to Corresponding Aldehydes
title_fullStr Cyclopentadienyl Ruthenium(II) Complex-Mediated Oxidation of Benzylic and Allylic Alcohols to Corresponding Aldehydes
title_full_unstemmed Cyclopentadienyl Ruthenium(II) Complex-Mediated Oxidation of Benzylic and Allylic Alcohols to Corresponding Aldehydes
title_short Cyclopentadienyl Ruthenium(II) Complex-Mediated Oxidation of Benzylic and Allylic Alcohols to Corresponding Aldehydes
title_sort cyclopentadienyl ruthenium ii complex mediated oxidation of benzylic and allylic alcohols to corresponding aldehydes
url http://dx.doi.org/10.1155/2019/5053702
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