16522-52-4Relevant academic research and scientific papers
Revealing Silylation of C(sp2)/C(sp3)–H Bonds in Arylphosphines by Ruthenium Catalysis
Dong, Ben,Shi, Zhuangzhi,Wen, Jian,Zhao, Yue,Zhu, Jinjun
, p. 10909 - 10912 (2020)
The first aromatic C?H silylation between arylphosphines and hydrosilanes enabled by a ruthenium complex has been developed. The excellent ortho-selectivity results from a four-membered metallacyclic intermediate involving phosphorus chelation. The develo
Synthesis of tertiary phosphine oxides by alkaline hydrolysis of quaternary phosphonium zwitterions using excess t-BuOK and stoichiometric water
Zhong, Chun-Hong,Huang, Wenhua
supporting information, p. 1537 - 1546 (2021/01/07)
Hydrolysis of quaternary arylphosphonium zwitterions bearing COO? and those in situ generated from the corresponding salts bearing Ac or OH at the aryl ring by using excess t-BuOK and stoichiometric water affords tertiary arylphosphine oxides in moderate to excellent yield, in contrast to hydrolysis of these zwittertion or salts in aqueous NaOH that mainly provides phosphine oxides with the loss of the aryl group. Under the t-BuOK/water conditions, hydrolysis of carbonyl stabilized ylides Ph3P = CHCOR (R = Ph, Me, and OEt), which partially exist as phosphonium enolates, prefers to produce Ph2P(O)CH2COR. Further reduction of Ph2P(O)CH2COMe by PhSiH3 allows the preparation of Ph2PCH2COMe in 43% yield.
Generation of arynes by selective cleavage of a carbonphosphorus bond of o-(diarylphosphinyl)aryl triflates using a grignard reagent
Nishiyama, Yoshitake,Kamada, Shuhei,Yoshida, Suguru,Hosoya, Takamitsu
supporting information, p. 1216 - 1219 (2018/09/11)
A novel method for generating arynes, including disubsti-tuted benzynes and a dehydrophenoxathiin, is reported. The treatment of easily synthesizable o-(diarylphosphinyl)aryl triflates having two electron-deficient aromatic groups on the phosphorus atom with a phenyl Grignard reagent triggered the efficient generation of arynes by selective cleavage of a carbonphosphorus bond.
Ruthenium arene complexes with triphenylphosphane ligands: Cytotoxicity towards pancreatic cancer cells, interaction with model proteins, and effect of ethacrynic acid substitution
Biancalana, Lorenzo,Pratesi, Alessandro,Chiellini, Federica,Zacchini, Stefano,Funaioli, Tiziana,Gabbiani, Chiara,Marchetti, Fabio
supporting information, p. 14574 - 14588 (2017/11/28)
The ruthenium-arene complexes [(η6-p-cymene)RuCl2(κP-PPh2(4-C6H4CO2H))], 1, [(η6-p-cymene)RuCl(κ2P,O-PPh2(2-C6H4CO2))], 2, [(η6-p-cymene)RuCl2(κP-PPh2(2-C6H4OCO-EA))], 3, and [(η6-p-cymene)RuCl2(κP-PPh2(4-C6H4CO2CH2CH2OCO-EA))], 4 (EA-CO2H = ethacrynic acid), were synthesized in good to high yields and characterized by analytical techniques, IR, UV-Vis and multinuclear NMR spectroscopy, and single crystal X-ray diffraction in the cases of 1 and 2. The unstable compounds [(η6-arene)RuCl2(κP-PPh2(2-C6H4CO2CH2CH2OCO-EA))] (arene = p-cymene, 5a; arene = C6H6, 5b) were obtained and identified in solution by NMR. Electrochemical and spectro-electrochemical experiments were performed in order to assess the redox behaviour of 1-4 in CH2Cl2. The in vitro cytotoxicity of 1-4 was determined on the human pancreatic cancer cell line BxPC3 and the mouse embryo fibroblast Balb/3T3 Clone A31 cell line, the latter acting as a model for normal cells. Furthermore, the interaction of 1, 3 and 4 with two model proteins was investigated by high resolution ESI-MS.
Insertion of Arynes into P-O Bonds: One-Step Simultaneous Construction of C-P and C-O Bonds
Qi, Na,Zhang, Ning,Allu, Srinivasa Rao,Gao, Jiangsheng,Guo, Jian,He, Yun
supporting information, p. 6204 - 6207 (2016/12/09)
The insertion of arynes into P-O bonds for the preparation of o-hydroxy-substituted arylphosphine oxides, -phosphinates, and -phosphonates is described. This novel reaction leads to the simultaneous formation of C-P and C-O bonds in one step with good yie
ORGANIC ELECTRONIC DEVICE
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, (2015/11/03)
wherein A1 is a C6-C20 arylene and each of A2-A3 is independently selected from a C6-C20 aryl, wherein the aryl or arylene may be unsubstituted or substituted with groups comprising C and H or with a further LiO group, provided that the given C count in a
Stereoselective synthesis of phosphoryl-substituted phenols
Xiong, Biquan,Li, Mei,Liu, Yanxi,Zhou, Yongbo,Zhao, Changqiu,Goto, Midori,Yin, Shuang-Feng,Han, Li-Biao
supporting information, p. 781 - 794 (2014/04/03)
Copper-catalyzed C-X activation-phosphorylation of aryls bearing different groups has been achieved using P(O)-H compounds as efficient phosphorylation reagents without the assistance of any ligand. Optically active H-phosphinates can also act as good substrates in the reaction, giving the (Sp)-phosphoryl substituted phenolic compounds stereospecifically with retention of configuration at the phosphorus center. Furthermore, it is shown that the migration of phosphorus on O-aryl phosphonates from oxygen to carbon also proceeds stereospecifically to produce the corresponding optically active (Rp)-phosphoryl-substituted phenolic compounds with retention of configuration at phosphorus via treatment with lithium diisopropylamide (LDA). Plausible mechanisms have been proposed for these reactions.
A traceless staudinger reagent to deliver diazirines
Ahad, Ali M.,Jensen, Stephanie M.,Jewett, John C.
supporting information, p. 5060 - 5063 (2013/10/22)
A triarylphosphine reagent that reacts with organic azides to install amide-linked diazirines is reported. This traceless Staudinger reagent reacts with complex organic azides to yield amide-linked diazirines, thus expanding the scope of the utility of bo
Synthesis and characterization of novel half-metallocene-type group IV complexes containing phosphine oxide - Phenolate chelating ligands and their application to ethylene polymerization
Liu, Jing-Yu,Liu, San-Rong,Li, Bai-Xiang,Li, Yan-Guo,Li, Yue-Sheng
, p. 4052 - 4059 (2011/10/03)
A series of novel half-metallocene-type group IV metal complexes containing phosphine oxide-phenolate chelating ligands of type CpMCl2[O-2R 1-4R2-6(Ph2P=O)C6H2] (Cp = C5H5, M = Ti, 2a: R1 = R2 = H; 2b: R1 = Ph, R2 = H; 2c: R1 = tBu, R2 = H; 2d: R1 = R2 = tBu; M = Zr, 3b: R1 = Ph, R2 = H; 3c: R1 = tBu, R2 = H; 3d, R1 = R2 = tBu) have been synthesized in high yields (60-76%) from CpMCl3 (M = Ti, Zr) with 1.0 equiv of 2R1-4R2-6(Ph2P=O)C 6H2OH in THF and in the presence of triethylamine, and the complexes were identified by NMR and mass spectra as well as elemental analysis. Structures for 2a-d and 3d were further confirmed by X-ray crystallography. Complexes 2a-d adopt a five-coordinate, distorted square-pyramidal geometry around the titanium center. Complex 3d has a six-coordinate, distorted octahedral geometry around the zirconium center, in which the equatorial positions are occupied by oxygen atoms of the chelating phosphine oxide-phenolate ligand and two chlorine atoms. The cyclopentadienyl ring and the oxygen atom of the THF molecule are coordinated on the axial position. When activated by modified methylaluminoxane, all complexes exhibited moderate to high activities toward ethylene polymerization, giving high molecular weight polymer with a unimodal molecular weight distribution. The substituents on ligands and the metal center as well as the reaction conditions have a profound effect on the polymerization. It should be noted that zirconium complexes 3b-d displayed notable ethylene polymerization activity even at high temperature (75 C). Moreover, using Ph3CB(C6F 5)4/i-Bu3Al in place of MMAO as a cocatalyst, 3b-d also generate high molecular weight polymer with high efficiency under the same conditions.
Ethylene polymerization by the chromium catalysts based on bidentate [O, P=O] or [S, P] ligands
He, Li-Peng,Mu, Hong-Liang,Li, Bai-Xiang,Li, Yue-Sheng
experimental part, p. 311 - 319 (2010/11/05)
Novel chromium catalysts based on bidentate phenoxy- phosphinoyl (HO-2R1-4R2-6(Ph2P=O)C6H2: R1 = R2 = H, 3a; R1 = tBu, R2 = H, 3b; R1 = R2 = tBu, 3c; R1 = R2/sub
