Ru(PPh3)(OH)-salen complex: a designer catalyst for chemoselective aerobic oxidation of primary alcohols

Hirotaka Mizoguchi; Tatsuya Uchida; Kohichi Ishida; Tsutomu Katsuki

doi:10.1016/j.tetlet.2009.02.169

Ru(PPh₃)(OH)-salen complex: a designer catalyst for chemoselective aerobic oxidation of primary alcohols

Hirotaka Mizoguchi, Tatsuya Uchida, Kohichi Ishida, Tsutomu Katsuki

Division for Experimental Natural Science

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

31 Citations (Scopus)

Abstract

Based on the analysis of the mechanism of aerobic oxidation of alcohols using Ru(NO)-salen catalyst, we designed a new complex, Ru(PPh₃)(OH)-salen 3, which was proved to be an excellent catalyst for chemoselective aerobic oxidation of primary alcohols to the aldehydes in the presence of secondary alcohols under ambient and non-irradiated conditions. Complex 3 was also successfully applied to the oxidation of 1-phenyl-1,n-diols to the lactols or the n-hydroxy aldehyde. It is of note that selective oxidation of primary alcohols was achieved even in the presence of activated secondary alcohols.

Original language	English
Pages (from-to)	3432-3435
Number of pages	4
Journal	Tetrahedron Letters
Volume	50
Issue number	26
DOIs	https://doi.org/10.1016/j.tetlet.2009.02.169
Publication status	Published - Jul 1 2009

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tetlet.2009.02.169

Fingerprint Dive into the research topics of 'Ru(PPh<sub>3</sub>)(OH)-salen complex: a designer catalyst for chemoselective aerobic oxidation of primary alcohols'. Together they form a unique fingerprint.

Cite this

@article{8d328305494445e99ba2feb761d14119,

title = "Ru(PPh3)(OH)-salen complex: a designer catalyst for chemoselective aerobic oxidation of primary alcohols",

abstract = "Based on the analysis of the mechanism of aerobic oxidation of alcohols using Ru(NO)-salen catalyst, we designed a new complex, Ru(PPh3)(OH)-salen 3, which was proved to be an excellent catalyst for chemoselective aerobic oxidation of primary alcohols to the aldehydes in the presence of secondary alcohols under ambient and non-irradiated conditions. Complex 3 was also successfully applied to the oxidation of 1-phenyl-1,n-diols to the lactols or the n-hydroxy aldehyde. It is of note that selective oxidation of primary alcohols was achieved even in the presence of activated secondary alcohols.",

author = "Hirotaka Mizoguchi and Tatsuya Uchida and Kohichi Ishida and Tsutomu Katsuki",

year = "2009",

month = jul,

day = "1",

doi = "10.1016/j.tetlet.2009.02.169",

language = "English",

volume = "50",

pages = "3432--3435",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "26",

}

TY - JOUR

T1 - Ru(PPh3)(OH)-salen complex

T2 - a designer catalyst for chemoselective aerobic oxidation of primary alcohols

AU - Mizoguchi, Hirotaka

AU - Uchida, Tatsuya

AU - Ishida, Kohichi

AU - Katsuki, Tsutomu

PY - 2009/7/1

Y1 - 2009/7/1

N2 - Based on the analysis of the mechanism of aerobic oxidation of alcohols using Ru(NO)-salen catalyst, we designed a new complex, Ru(PPh3)(OH)-salen 3, which was proved to be an excellent catalyst for chemoselective aerobic oxidation of primary alcohols to the aldehydes in the presence of secondary alcohols under ambient and non-irradiated conditions. Complex 3 was also successfully applied to the oxidation of 1-phenyl-1,n-diols to the lactols or the n-hydroxy aldehyde. It is of note that selective oxidation of primary alcohols was achieved even in the presence of activated secondary alcohols.

AB - Based on the analysis of the mechanism of aerobic oxidation of alcohols using Ru(NO)-salen catalyst, we designed a new complex, Ru(PPh3)(OH)-salen 3, which was proved to be an excellent catalyst for chemoselective aerobic oxidation of primary alcohols to the aldehydes in the presence of secondary alcohols under ambient and non-irradiated conditions. Complex 3 was also successfully applied to the oxidation of 1-phenyl-1,n-diols to the lactols or the n-hydroxy aldehyde. It is of note that selective oxidation of primary alcohols was achieved even in the presence of activated secondary alcohols.

UR - http://www.scopus.com/inward/record.url?scp=65549166467&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=65549166467&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2009.02.169

DO - 10.1016/j.tetlet.2009.02.169

M3 - Article

AN - SCOPUS:65549166467

VL - 50

SP - 3432

EP - 3435

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 26