224311-51-7, Name is 2-(Di-tert-Butylphosphino)biphenyl, molecular formula is C20H27P, belongs to chiral-phosphine-ligands compound, is a common compound. In a patnet, once mentioned the new application about 224311-51-7, Safety of 2-(Di-tert-Butylphosphino)biphenyl
In the present study, a density functional theory (DFT) study has been carried out on the Pd-catalyzed coupling of azoles with aryl thioethers. Our effort is mainly put into identifying the most feasible catalytic cycle, and especially the origin of chemoselectivity for the exclusive aromatic Csp2-S bond activation (in the presence of an alkyl Csp3-S bond). The coupling mainly consists of three steps: C-S activation, NaOtBu mediated C-H palladation, and reductive elimination. The Csp2-S activation is favored over Csp3-S activation, and thus di(hetero)aryls are the predicted products. This conclusion well reproduces Wang’s recent experimental observations. The rate- and chemoselectivity determining steps of the C-H/Csp2-S activation mechanism are C-H palladation and C-S activation steps, respectively. Analyzing the origin of chemoselectivity, we found that the easiness of Pd catalyzed C-S activation is independent of the C-S bond strengths in thioether substrates. By contrast, d-pi? backdonation in Csp2-S-Pd intermediates is the main driving force for the favorable Csp2-S activation (over the Csp3-S activation).
Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Safety of 2-(Di-tert-Butylphosphino)biphenyl. In my other articles, you can also check out more blogs about 224311-51-7
Reference：
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate