Journal of Organic Chemistry, volume 71, issue 21, pages 8306-8308
Guerbet Reaction of Primary Alcohols Leading to β-Alkylated Dimer Alcohols Catalyzed by Iridium Complexes
1
Department of Applied Chemistry, Faculty of Engineering & High Technology Research Center, Kansai University, Suita, Osaka 564-8680, Japan ishii@ipcku.kansai-u.ac.jp
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Publication type: Journal Article
Publication date: 2006-09-21
Journal:
Journal of Organic Chemistry
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 3.6
ISSN: 00223263, 15206904
Organic Chemistry
Abstract
[IrCl(cod)]2 and [Cp*IrCl2]2 complexes catalyzed efficiently the Guerbet reaction of primary alcohols to beta-alkylated dimer alcohols in good yields. For instance, the reaction of 1-butanol in the presence of [Cp*IrCl2]2 (1 mol %), t-BuOK (40 mol %), and 1,7-octadiene (10 mol %) produced 2-ethyl-1-hexanol in 93% yield. Various primary alcohols undergo the Guerbet reaction under the influence of Ir complexes to give the corresponding dimer alcohols in good yields. This method provides an alternative direct route to beta-alkylated primary alcohols which are prepared by aldol condensation of aldehydes followed by hydrogenation.
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Citations by publishers
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5
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Wiley
36 publications, 27.07%
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American Chemical Society (ACS)
28 publications, 21.05%
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2 publications, 1.5%
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1 publication, 0.75%
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Canadian Science Publishing
1 publication, 0.75%
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Taylor & Francis
1 publication, 0.75%
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Walter de Gruyter
1 publication, 0.75%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 0.75%
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5
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Matsu-ura T. et al. Guerbet Reaction of Primary Alcohols Leading to β-Alkylated Dimer Alcohols Catalyzed by Iridium Complexes // Journal of Organic Chemistry. 2006. Vol. 71. No. 21. pp. 8306-8308.
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Matsu-ura T., Sakaguchi S., Obora Y., Ishii Y. Guerbet Reaction of Primary Alcohols Leading to β-Alkylated Dimer Alcohols Catalyzed by Iridium Complexes // Journal of Organic Chemistry. 2006. Vol. 71. No. 21. pp. 8306-8308.
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TY - JOUR
DO - 10.1021/jo061400t
UR - https://doi.org/10.1021/jo061400t
TI - Guerbet Reaction of Primary Alcohols Leading to β-Alkylated Dimer Alcohols Catalyzed by Iridium Complexes
T2 - Journal of Organic Chemistry
AU - Matsu-ura, Toyomi
AU - Ishii, Yasutaka
AU - Sakaguchi, Satoshi
AU - Obora, Yasushi
PY - 2006
DA - 2006/09/21 00:00:00
PB - American Chemical Society (ACS)
SP - 8306-8308
IS - 21
VL - 71
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2006_Matsu-ura,
author = {Toyomi Matsu-ura and Yasutaka Ishii and Satoshi Sakaguchi and Yasushi Obora},
title = {Guerbet Reaction of Primary Alcohols Leading to β-Alkylated Dimer Alcohols Catalyzed by Iridium Complexes},
journal = {Journal of Organic Chemistry},
year = {2006},
volume = {71},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/jo061400t},
number = {21},
pages = {8306--8308},
doi = {10.1021/jo061400t}
}
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Matsu-ura, Toyomi, et al. “Guerbet Reaction of Primary Alcohols Leading to β-Alkylated Dimer Alcohols Catalyzed by Iridium Complexes.” Journal of Organic Chemistry, vol. 71, no. 21, Sep. 2006, pp. 8306-8308. https://doi.org/10.1021/jo061400t.