894085-98-4Relevant academic research and scientific papers
A general and efficient catalyst for palladium-catalyzed C-O coupling reactions of aryl halides with primary alcohols
Gowrisankar, Saravanan,Sergeev, Alexey G.,Anbarasan, Pazhamalai,Spannenberg, Anke,Neumann, Helfried,Beller, Matthias
supporting information; experimental part, p. 11592 - 11598 (2010/10/02)
An efficient procedure for palladium-catalyzed coupling reactions of (hetero)aryl bromides and chlorides with primary aliphatic alcohols has been developed. Key to the success is the synthesis and exploitation of the novel bulky di-1-adamantyl-substituted bipyrazolylphosphine ligand L6. Reaction of aryl halides including activated, nonactivated, and (hetero)aryl bromides as well as aryl chlorides with primary alcohols gave the corresponding alkyl aryl ethers in high yield. Noteworthy, functionalizations of primary alcohols in the presence of secondary and tertiary alcohols proceed with excellent regioselectivity.
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.
Development of nonproprietary phosphine ligands for the Pd-catalyzed amination reaction
Singer, Robert A.,Doré, Micha?l,Sieser, Janice E.,Berliner, Martin A.
, p. 3727 - 3731 (2007/10/03)
A new family of pyrazole and bi-pyrazole phosphine ligands are reported that perform efficiently in the Pd-catalyzed amination reaction. Of the ligands screened, ligand 1 emerged as the most compatible for couplings involving both primary and secondary am
