A Selective Synthesis of Hydrocarbons by Cross-coupling Using Organic Copper Salt Catalysts.
- 1 January 1995
- journal article
- Published by The Chemical Society of Japan in NIPPON KAGAKU KAISHI
- No. 10,p. 844-847
- https://doi.org/10.1246/nikkashi.1995.844
Abstract
The cross-coupling reaction of the Grignard reagent with alkylating reactants (RBr, RI, and ROTs)was carried out in the presence of copper (II) acetate and organic copper (II) complex catalysts (0.01- 0.05 molar amount) in tetrahydrofuran. The reaction readily gave higher hydrocarbons (n-C17H36, n-C23H48, n -C26H54, n -C27H56, n -C29H60, n -C30H62, and n-C31H64 ), 1 - phenyloctadecane, and 1-cyclohexyloctadecane as the desired products in 90 99% isolated yields under mild conditons (-10-60° C, 2 -5h). In particular, copper (II) acetate was found to be much more effective than con ventional inorganic copper (II) salt catalysts (Li2CuCl4, CuX2) from the viewpoints of availability, solubility, stability, and activityKeywords
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