NHC-Iridium-Catalyzed Deoxygenative Coupling of Primary Alcohols Producing Alkanes Directly: Synergistic Hydrogenation with Sodium Formate Generated in Situ

The direct conversion of alcohols into long-chain alkanes is an attractive but extremely challenging approach for biomass upgrading. Here, we describe the highly selective deoxygenative coupling of aryl ethanols with primary alcohols to produce alkanes, using a bis-N-heterocyclic carbene iridium (bi...

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Bibliographic Details
Published in:ACS catalysis 2021-09, Vol.11 (17), p.10796-10801
Main Authors: Lu, Zeye, Zheng, Qingshu, Yang, Siqi, Qian, Chun, Shen, Yajing, Tu, Tao
Format: Article
Language:English
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Summary:The direct conversion of alcohols into long-chain alkanes is an attractive but extremely challenging approach for biomass upgrading. Here, we describe the highly selective deoxygenative coupling of aryl ethanols with primary alcohols to produce alkanes, using a bis-N-heterocyclic carbene iridium (bis-NHC-Ir) complex as the catalyst. Up to quantitative yields and selectivity with a broad substrate scope are attained in both homo- and cross-coupling reactions. Mechanistic studies reveal that the further synergistic hydrogenation of the alkene intermediates by the formate generated in situ in the presence of bis-NHC-Ir is crucial for alkane production.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.1c02700