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Nickel Complexes for the Cross-Coupling Reactions Using Alkoxy Groups as Leaving Groups

Dichlorobis(dicyclohexylphenylphosphine)nickel(II) (1) and dichlorobis(tricyclohexylphosphine)nickel(II) (2) are utilized as catalysts of the Kumada-Tamao-Corriu1,2) type cross-coupling reaction of aryl alkyl ethers.3) In the presence of a catalytic amount of nickel catalyst like 1 and 2, aryl alkyl ethers can react with aryl Grignard reagents to afford the corresponding coupling products in good yields. The alkoxy group as a leaving group is applicable to this reaction not only in the aryl methyl ether but also in a cyclic ether like 3. In the case of the cyclic ether, a ring-opening product is given. In this way, the use of 1 and 2 is anticipated to lead to advances in medicinal chemistry and materials synthesis.

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