Literature DB >> 17025333

Guerbet reaction of primary alcohols leading to beta-alkylated dimer alcohols catalyzed by iridium complexes.

Toyomi Matsu-ura1, Satoshi Sakaguchi, Yasushi Obora, Yasutaka Ishii.   

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.

Entities:  

Year:  2006        PMID: 17025333     DOI: 10.1021/jo061400t

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  6 in total

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Journal:  RSC Adv       Date:  2022-06-06       Impact factor: 4.036

2.  Iridium Catalysts for Acceptorless Dehydrogenation of Alcohols to Carboxylic Acids: Scope and Mechanism.

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Journal:  RSC Adv       Date:  2021-09-20       Impact factor: 4.036

5.  Iridium nanoparticles supported on hierarchical porous N-doped carbon: an efficient water-tolerant catalyst for bio-alcohol condensation in water.

Authors:  Di Liu; Xiufang Chen; Guoqiang Xu; Jing Guan; Quan Cao; Bo Dong; Yunfei Qi; Chunhu Li; Xindong Mu
Journal:  Sci Rep       Date:  2016-02-25       Impact factor: 4.379

6.  Efficient conversion of ethanol to 1-butanol and C5-C9 alcohols over calcium carbide.

Authors:  Dong Wang; Zhenyu Liu; Qingya Liu
Journal:  RSC Adv       Date:  2019-06-17       Impact factor: 4.036

  6 in total

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