P,N,N-pincer nickel-catalyzed cross-coupling of aryl fluorides and chlorides

Dan Wu; Zhong-Xia Wang

doi:10.1039/c4ob01041h

P,N,N-pincer nickel-catalyzed cross-coupling of aryl fluorides and chlorides

Org Biomol Chem. 2014 Sep 7;12(33):6414-24. doi: 10.1039/c4ob01041h.

Authors

Dan Wu¹, Zhong-Xia Wang

Affiliation

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. zxwang@ustc.edu.cn.

PMID: 25012049
DOI: 10.1039/c4ob01041h

Abstract

P,N,N-Pincer nickel complexes [Ni(Cl){N(2-R2PC6H4)(2'-Me2NC6H4)}] (R = Ph, 3a; R = Pr(i), 3b; R = Cy, 3c) were synthesized and their catalysis toward the Kumada or Negishi cross-coupling reaction of aryl fluorides and chlorides was evaluated. Complex 3a effectively catalyzes the cross-coupling of (hetero)aryl fluorides with aryl Grignard reagents at room temperature. Complex 3a also catalyzes the cross-coupling of (hetero)aryl chlorides and arylzinc reagents at 80 °C with low catalyst loadings and good functional group compatibility.