157581-09-4Relevant articles and documents
Phosphorus Coordination Chemistry in Catalysis: Air Stable P(III)-Dications as Lewis Acid Catalysts for the Allylation of C-F Bonds
Chitnis, Saurabh S.,Lafortune, James H. W.,Cummings, Haley,Liu, Liu Leo,Andrews, Ryan,Stephan, Douglas W.
supporting information, p. 4540 - 4544 (2019/01/08)
Modification of C-F bonds with main-group catalysts has typically employed electron-deficient Lewis superacids in high oxidation states, and the challenges of preparing and handling such species have prevented broader adoption of metal-free reduction protocols. Here, we show that a hemilabile ligand coordinated to an easily accessed P(III) center imparts air stability without sacrificing the ability to activate C-F bonds. Catalytic C-C coupling of benzyl fluorides with allylsilanes was achieved using a P(III) complex under benchtop conditions. This application of coordination chemistry principles to main-group Lewis acids reveals a new strategy for controlling catalysis.
The Manganese-Catalyzed Cross-Coupling Reaction and the Influence of Trace Metals
Santilli, Carola,Beigbaghlou, Somayyeh Sarvi,Ahlburg, Andreas,Antonacci, Giuseppe,Fristrup, Peter,Norrby, Per-Ola,Madsen, Robert
, p. 5269 - 5274 (2017/09/29)
The substrate scope of the MnCl2-catalyzed cross-coupling between aryl halides and Grignard reagents has been extended to several methyl-substituted aryl iodides by performing the reaction at elevated temperature in a microwave oven. A radical clock experiment revealed the presence of an aryl radical as an intermediate leading to the proposal of an SRN1 pathway for the coupling. The mechanistic information gave rise to suspicion about two previously published cross-coupling reactions catalyzed by manganese(II) salts. As a result, the coupling between aryl halides and organostannanes as well as between aryl halides and amines were revisited. Both reactions were found impossible to reproduce without the addition of small amounts of palladium or copper and are therefore not believed to be catalyzed by manganese.
Copper-catalysed cross-coupling of arylzirconium reagents with aryl and heteroaryl iodides
Thapa, Surendra,Basnet, Prakash,Gurung, Santosh K.,Giri, Ramesh
supporting information, p. 4009 - 4012 (2015/03/30)
An unprecedented CuI-catalysed cross-coupling of arylzirconium reagents with aryl and heteroaryl iodides is reported. Mechanistic studies with a Cp2ZrAr2 complex revealed that Cp2Zr(Ar)(Cl) is the reactive species that undergoes transmetalation with (PN-1)CuI. In addition, experiments with radical probes indicated that the reaction proceeds via a non-radical pathway. This journal is