New Pd(II) and Pt(II)-diaminophosphine complexes bearing cyclohexyl or isopropyl moiety: use of Pd(II) complexes as precatalyst in Mizoroki--Heck and Suzuki--Miyaura cross-coupling reactions

Authors

MURAT AYDEMİR
FEYYAZ DURAP
AKIN BAYSAL

DOI

10.3906/kim-1506-20

Abstract

Two new diaminophosphine ligands, $N$,$N$'-bis(dicyclohexylphosphino)-2-(aminomethyl)aniline (1) and $N$,$N$'-bis(diisopropylphosphino)-2-(aminomethyl)aniline (2) were synthesized by the reaction of 2-(aminomethyl)aniline with two equivalents of Cy$_{2}$PCl or (iPr)$_{2}$PCl, respectively. The reactions of 1 and 2 with MCl$_{2}$(cod) (M = Pd, Pt; cod = 1,5-cyclooctadiene) yield complexes [cis-Pd(L$_{2}$PNHC$_{6}$H$_{4}$CH$_{2}$NHPL$_{2})$Cl$_{2}$] (L = Cy 3, iPr 4) and [cis-Pt(L$_{2}$PNHC$_{6}$H$_{4}$CH$_{2}$NHPL$_{2})$Cl$_{2}$] (L = Cy 5, iPr 6), respectively. The catalytic activity of the palladium complexes was investigated in the Suzuki-Miyaura cross-coupling reaction in the presence of Cs$_{2}$CO$_{3}$ as a base. The palladium complexes were also found to be highly active catalysts in the Mizoroki-Heck reaction.

Keywords

Diaminophosphine, palladium, platinum, Suzuki reaction, Heck reaction, stilbene

First Page

1279

Last Page

1288

Recommended Citation

AYDEMİR, MURAT; DURAP, FEYYAZ; and BAYSAL, AKIN (2015) "New Pd(II) and Pt(II)-diaminophosphine complexes bearing cyclohexyl or isopropyl moiety: use of Pd(II) complexes as precatalyst in Mizoroki--Heck and Suzuki--Miyaura cross-coupling reactions," Turkish Journal of Chemistry: Vol. 39: No. 6, Article 13. https://doi.org/10.3906/kim-1506-20
Available at: https://journals.tubitak.gov.tr/chem/vol39/iss6/13