1021176-79-3Relevant academic research and scientific papers
2: A highly hindered pre-catalyst for the synthesis of tetra-ortho-substituted biaryls via Grignard reagent cross-coupling
Lesieur, Mathieu,Slawin, Alexandra M. Z.,Cazin, Catherine S.J.
, p. 5586 - 5589 (2014)
The new well-defined catalyst [Pd(μ-Cl)Cl(IPr*)]2 enables the efficient Grignard reagent cross-coupling for the synthesis of tetra-ortho-substituted biaryls. The high reactivity of the complex is associated with the important bulkiness of the I
Synthesis and characterization of an isopropylBippyPhos precatalyst
Coffey, Steven B.,Bernhardson, David J.,Wright, Stephen W.
, (2021/12/17)
A review of our high throughput reaction screening data revealed that BippyPhos was frequently associated with successful outcomes in Buchwald – Hartwig amination reactions. A barrier to the wider use of this ligand, particularly among those performing sm
(Cin = Cinnamyl): A versatile catalyst for C-N and C-C bond formation
Bastug, Gulluzar,Nolan, Steven P.
, p. 1253 - 1258 (2014/04/03)
[Pd(IPr*OMe)(cin)(Cl)] provides high catalytic activity for Buchwald-Hartwig cross-coupling reactions of sterically demanding aryl chlorides with sterically hindered and deactivated aniline derivatives. This catalyst also proved efficient in Suzuki-Miyaura reactions, thus allowing the preparation of tetra-ortho-substituted biaryls. The Kumada-Corriu coupling has also been investigated using this palladium N-heterocyclic carbene (NHC) catalyst.
[PdA (IPr*) (cinnamyl)Cl]: An efficient pre-catalyst for the preparation of tetra-ortho-substituted biaryls by Suzuki-Miyaura cross-coupling
Chartoire, Anthony,Lesieur, Mathieu,Falivene, Laura,Slawin, Alexandra M. Z.,Cavallo, Luigi,Cazin, Catherine S. J.,Nolan, Steven P.
supporting information; experimental part, p. 4517 - 4521 (2012/05/04)
The bigger the better: The new well-defined [Pd(IPr*)(cin)Cl] pre-catalyst is described (see scheme). This complex proves to be highly active in the Suzuki-Miyaura cross-coupling for the synthesis of tetra-ortho- substituted biaryls under mild conditions.
Synthesis of tetra-ortho-substituted biaryls using aryltriolborates
Li, Gao-Qiang,Yamamoto, Yasunori,Miyaura, Norio
, p. 1769 - 1773 (2011/09/12)
Tetra-ortho-substituted biaryls were synthesized by cross-coupling between 2,6-disubstituted bromoarenes and aryltriolborates possessing substituents at ortho carbon. The use of a copper(I) halide such as CuCl (20 mol%) with a palladium catalyst was found
Streamlined synthesis of the bippyphos family of ligands and cross-coupling applications
Withbroe, Gregory J.,Singer, Robert A.,Sieser, Janice E.
, p. 480 - 489 (2013/01/03)
We describe the efficient preparation of Bippyphos, 1. The key precursor to Bippyphos, 5, was prepared via a one-pot bromination of diketone 2 followed by alkylation with pyrazole and condensation with phenylhydrazine. Lithiation of 5 and trapping with ditert-butylchlorophosphine afforded Bippyphos, 1. Using this approach we have prepared several derivatives of Bippyphos to probe the structure and activity relationships of this family of phosphine ligands. We also demonstrate the utility of these ligands in Pdcatalyzed amination reactions and other cross-coupling reactions.
