Pincer-Nickel-Catalyzed Allyl-Aryl Coupling between Allyl Methyl Ethers and Arylzinc Chlorides

Jian-Long Tao; Bo Yang; Zhong-Xia Wang

doi:10.1021/acs.joc.5b02151

Pincer-Nickel-Catalyzed Allyl-Aryl Coupling between Allyl Methyl Ethers and Arylzinc Chlorides

J Org Chem. 2015 Dec 18;80(24):12627-34. doi: 10.1021/acs.joc.5b02151. Epub 2015 Nov 18.

Authors

Jian-Long Tao¹, Bo Yang¹, Zhong-Xia Wang^{1

2}

Affiliations

¹ CAS Key Laboratory of Soft Matter Chemistry and Department of Chemistry, University of Science and Technology of China , Hefei, Anhui 230026, People's Republic of China.
² Collaborative Innovation Center of Chemical Science and Engineering , Tianjin 300072, People's Republic of China.

PMID: 26556232
DOI: 10.1021/acs.joc.5b02151

Abstract

The P,N,N-pincer nickel complex [Ni(Cl){N(2-Ph2PC6H4)(2'-Me2NC6H4)}]-catalyzed allyl-aryl coupling was studied. The reaction of allyl methyl ethers, including (1-methoxyallyl)arenes and (3-methoxyprop-1-en-1-yl)arenes, with arylzinc chlorides afforded linear (E)-alkenes in high yields, whereas the reaction of (E)-1-methoxytridec-2-ene with p-Me2NC6H4ZnCl generated a mixture of linear and branched alkenes.

Publication types

Research Support, Non-U.S. Gov't