13885-09-1Relevant articles and documents
Pd(II)-catalyzed Ph2(O)P-directed C-H olefination toward phosphine-alkene ligands
Wang, Hong-Li,Hu, Rong-Bin,Zhang, Heng,Zhou, An-Xi,Yang, Shang-Dong
, p. 5302 - 5305 (2013)
The Pd(II)-catalyzed Ph2(O)P-directed C-H olefination to synthesize alkene-phosphine compounds is reported. In contrast to previous examples of various directing groups that guide selective C-H activation, the Ph2(O)P group not only acts as the directing group but also serves to construct the alkene-phosphine ligands. The monoprotected amino acid (MPAA) ligand Ac-Leu-OH is found to promote this reaction in a significant manner.
Metal-Free Phosphorus-Directed Borylation of C(sp2)?H Bonds
Bouhadir, Ghenwa,Bourissou, Didier,Hidalgo, Nereida,Le Gac, Arnaud,Mallet-Ladeira, Sonia,Miqueu, Karinne,Sadek, Omar
supporting information, (2021/11/27)
Spectacular progress has recently been achieved in transition metal-catalyzed C?H borylation of phosphines as well as directed electrophilic C?H borylation. As shown here, P-directed electrophilic borylation provides a new, straightforward, and efficient access to phosphine–boranes. It operates under metal-free conditions and leverages simple, readily available substrates. It is applicable to a broad range of backbones (naphthyl, biphenyl, N-phenylpyrrole, binaphthyl, benzyl, naphthylmethyl) and gives facile access to various substitution patterns at boron (by varying the boron electrophile or post-derivatizing the borane moiety). NMR monitoring supports the involvement of P-stabilized borenium cations as key intermediates. DFT calculations reveal the existence and stabilizing effect of π-arene/boron interactions in the (biphenyl)(i-Pr)2P→BBr2+ species.
Homogeneous Palladium-Catalyzed Selective Reduction of 2,2′-Biphenols Using HCO 2H as Hydrogen Source
Li, Ruoling,Li, Chenchen,Yang, Wen,Zhao, Wanxiang
, p. 1605 - 1618 (2021/02/01)
An efficient homogeneous palladium-catalyzed selective deoxygenation of 2,2′-biphenols by reduction of aryl triflates with HCO 2H as the hydrogen source is reported. This protocol complements the current method based on heterogeneous Pd/C-catalyzed hydrogenation with hydrogen gas. This process provided the reduction products in good to excellent yields, which could be readily converted to various synthetically useful molecules, especially ligands for catalytic synthesis.
M-CAr-H Bond Alkylations and Difluoromethylation of Tertiary Phosphines Using a Ruthenium Catalyst
An, Jiangzhen,Jia, Chunqi,Li, Gang,Wang, Junjie,Yan, Bingxu,Yang, Suling,Zhong, Lei
, p. 9450 - 9455 (2020/12/22)
m-CAr-H bond functionalization of tertiary phosphines was developed using [Ru(p-cymene)Cl2]2 as a catalyst. Desired product structures were confirmed by single-crystal X-ray diffraction. Mechanistic experiments indicated that m-CAr-H bond functionalization was a radical reaction and that a hexagonal ruthenacycle complex was a crucial intermediate in the process. Therefore, this study provides a novel method for the late-stage meta-position modification of biphenyl monophosphine ligands.
