183135-52-6Relevant academic research and scientific papers
Empirical and Computational Insights into N-Arylation Reactions Catalyzed by Palladium meta-Terarylphosphine Catalyst
Yong, Fui Fong,Mak, Adrian M.,Wu, Wenqin,Sullivan, Michael B.,Robins, Edward G.,Johannes, Charles W.,Jong, Howard,Lim, Yee Hwee
, p. 750 - 757 (2017)
An in situ generated Pd–Cy*Phine catalyst has been successfully applied to the N-arylation of primary and secondary amines, and it exhibited high performance across multiple substrate classes. The performance induced by the meta-terarylphosphine motif of the Cy*Phine ligand for C?N cross-coupling displayed only subtle differences to that of its biarylphosphine congener XPhos. DFT studies demonstrated comparable reaction energetics in the catalytic cycle steps for both Pd–Cy*Phine and Pd–XPhos, which was consistent with previous findings. The computational investigation also indicated that a putative rate-determining step occurred after amine binding, which was likely to have annulled the expected benefits of having a meta-terarylphosphine ligand architecture.
