Divergent Synthesis of Alcohols and Ketones via Cross‐Coupling of Secondary Alcohols under Manganese Catalysis

Author:

Sun Feixiang1,Huang Jiamin1,Wei Zhihong2,Tang Conghui3,Liu Weiping1ORCID

Affiliation:

1. State Key Laboratory for Modification of Chemical Fibers and Polymer Materials Key Laboratory of Science and Technology of Eco-Textile Ministry of Education College of Chemistry and Chemical Engineering Donghua University Shanghai 201620 P. R. China

2. Institute of Molecular Science Key Laboratory of Materials for Energy Conversion and Storage of Shanxi Province Shanxi University Taiyuan 030006 P. R. China

3. Key Laboratory of Material Chemistry for Energy Conversion and Storage Ministry of Education Hubei Key Laboratory of Material Chemistry and Service Failure School of Chemistry and Chemical Engineering Huazhong University of Science and Technology 1037 Luoyu Road Wuhan 430074 P. R. China

Abstract

AbstractA homogeneous manganese‐catalyzed cross‐coupling of two secondary alcohols for the divergent synthesis of γ‐disubstituted alcohols and β‐disubstituted ketones is reported. Employing the well‐defined Mn‐MACHOPh as the catalyst, this novel protocol has a broad substrate scope with good functional group tolerance and affords a diverse library of valuable disubstituted alcohols and ketones in moderate to good yields. The strong influence of the reaction temperature on the selective formation of alcohol products was theorized in preliminary DFT studies. Studies have shown that the Gibbs free energy of the formation of alcohols is thermodynamically more favourable than corresponding ketones at a lower temperature.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Shanghai

Fundamental Research Funds for the Central Universities

Publisher

Wiley

Subject

General Chemistry,Catalysis

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