Month: May 2024

Mechanistic and asymmetric investigations of the Au-catalysed cross-coupling between aryldiazonium salts and arylboronic acids using (P,N) gold complexes was written by Tabey, Alexis;Berlande, Murielle;Hermange, Philippe;Fouquet, Eric. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2018.Formula: C26H28FeNP This article mentions the following:

To explore the different mechanisms possibly occurring in the Au-catalyzed cross-coupling of ArN₂BF₄ and ArB(OH)₂ in the presence of CsF, various stoichiometric experiments were performed on Au complexes with (P,N) ligands. Employing 2-pyridylphenyl-diphenylphosphine allowed the authors to suggest three different mechanistic pathways, starting either with a transmetalation step, via two consecutive single electron transfers, or by implying a transmetalation between Au(I) and Au(III) species. Moreover, when using com. available chiral (P,N) ligands, the asym. formation of atropoisomeric biaryls from suitable aryldiazonium salts and arylboronic acids could be achieved with e.e. up to 26%. In the experiment, the researchers used many compounds, for example, (R)-N,N-Dimethyl-1-[(R)-2-(diphenylphosphino)ferrocenyl]ethylamine (cas: 55700-44-2Formula: C26H28FeNP).

(R)-N,N-Dimethyl-1-[(R)-2-(diphenylphosphino)ferrocenyl]ethylamine (cas: 55700-44-2) belongs to chiral phosphine ligands. At present, the synthesis of new chiral phosphines designed specifically for nucleophilic organocatalysis remains a significant challenge. Most of these phosphines are acyclic, usually possess low nucleophilic activity, and generally display poor enantioselectivities for phosphine organocatalysis. Formula: C26H28FeNP

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis