54300-32-2Relevant academic research and scientific papers
Visible-Light Driven C-P Bond Formation with Recyclable Carbon Nitride Photocatalyst
Guo, Wusheng,Liu, Yang
, (2022/05/12)
The development of metal-free chemical process with recyclable heterogeneous catalyst under ambient conditions is highly desired in industrial production, especially for pharmaceutical purpose. We herein reported the efficient synthesis of pharmaceuticall
Microwave assisted P–C coupling reactions without directly added P-ligands
Henyecz, Réka,Huszár, Bianka,Keglevich, Gy?rgy,Mucsi, Zoltán
, (2021/12/24)
Our group introduced a green protocol for the Pd(OAc)2- or NiCl2-catalyzed P–C coupling reaction of aryl halides and various > P(O)H-compounds under MW conditions without directly added P-ligands. The reactivity of a few aryl derivatives in the Pd(OAc)2-catalyzed Hirao reaction was also studied. An induction period was observed in the reaction of bromobenzene and diphenylphosphine oxide. Finally, the less known copper(I)-promoted P–C coupling reactions were investigated experimentally. The mechanism was explored by quantum chemical calculations.
Aryltrimethylammonium Tetrafluoroborates in Nickel-Catalyzed C–P Bond-Forming Reactions
Li, Chun Jing
, p. 954 - 960 (2021/07/22)
Abstract: The first nickel-catalyzed phosphorylation of aryltrimethylammonium tetrafluoroborates with the formation of C–P bond instead of C–N has been developed. Starting from easily available and inexpensive aromatic amines, a variety of important arylphosphonates have been synthesized in moderate to excellent yields.
General Oxidative Aryl C-P Bond Formation through Palladium-Catalyzed Decarbonylative Coupling of Aroylhydrazides with P(O)H Compounds
Dong, Jianyu,Liu, Long,Ji, Xuyu,Shang, Qian,Liu, Lixin,Su, Lebin,Chen, Bing,Kan, Ruifeng,Zhou, Yongbo,Yin, Shuang-Feng,Han, Li-Biao
supporting information, p. 3198 - 3203 (2019/05/10)
Oxidative C-C/P-H cross-coupling is achieved via Pd-catalyzed decarbonylative cross-coupling of aroylhydrazides with P(O)H compounds. The unique cooperative reaction system, especially the Br?nsted acid and bidentate phosphine ligand, allows the selective activation of the inert C-C bond and the suppression of the undesired oxidation and coordination of >P(O)-H compounds, leading to a general oxidative synthesis of aryl phosphorus compounds from easily available substrates.
Photoinduced Transition-Metal-Free Cross-Coupling of Aryl Halides with H-Phosphonates
Zeng, Huiying,Dou, Qian,Li, Chao-Jun
supporting information, p. 1301 - 1305 (2019/02/19)
Photoinduced transition-metal- and photosensitizer-free cross-coupling of aryl halides (including Ar-Cl, Ar-Br, and Ar-I) with H-phosphonates (including dialkyl phosphonates and diarylphosphine oxides) is reported. Various functional groups were tolerated, including ester, methoxy, dimethoxy, alkyl, phenyl, trifluoromethyl, and heterocyclic compounds. This simple and green strategy provides a practical pathway to synthesize arylphosphine oxides.
Preparation of organophosphorus compounds from P-H compounds using o-(trimethylsilyl)aryl triflates as aryne precursors
Yang, Guoqiang,Shen, Chaoren,Quan, Mao,Zhang, Wanbin
, p. 333 - 337 (2015/12/30)
An efficient method was developed for the synthesis of a variety of arylphosphorus compounds from P-H compounds using o-(trimethylsilyl)aryl triflates as aryne precursors. The reaction provides a practical preparation of various arylphosphorus compounds via aryne intermediates utilizing diarylphosphine oxides and dialkyl phosphites as the nucleophiles.
Copper-Catalyzed Addition of H-P(O) Bonds to Arynes
Chen, Qian,Yan, Xinxing,Wen, Chunxiao,Zeng, Jiekun,Huang, Yulin,Liu, Xingguo,Zhang, Kun
, p. 9476 - 9482 (2016/10/14)
An efficient P-arylation of secondary phosphine oxides has been achieved through the ligand-free copper-catalyzed addition of H-P(O) bonds to in situ generated arynes at room temperature. This transformation provides a straightforward route to the formation of the aryl-P bond with wide functional group compatibility, which produces arylphosphine oxides in up to 99% yield.
Structural effects of the monomer type on the properties of copolyimides and copolyimide-silica hybrid materials
Kizilkaya, Canan,Bicen, Merve,Karatas, Sevim,Gungor, Atilla
, p. 1061 - 1071 (2015/11/27)
In this work, the effects of two different diamine monomers containing phosphine oxide on the thermal, mechanical and morphological properties of copolyimides and their hybrid materials were investigated. The gas separation properties of the synthesized copolyimides were also analyzed. The two different diamine monomers containing phosphine oxide were bis(3-aminophenyl]phenylphosphine oxide (BAPPO) and bis[4-(3-aminophenoxy)phenyl)phenylphosphine oxide (m-BAPPO). In the synthesis of the copolyimides, 3,3'-diaminodiphenyl sulfone (3,3'-DDS) was also used as the diamine, as well as 2,2-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride (6FDA). Copolyimide films were prepared by thermal imidization. Furthermore, hybrid materials containing 5 % SiO2 were synthesized by the sol-gel technique. Fourier-transform infrared spectroscopy (FTIR) and nuclear magnetic resonance spectroscopy (NMR) confirmed the expected structures. Dynamic mechanical analysis (DMA) demonstrated that the m-BAPPO-based copolyimides had lower glass transition temperatures (Tg) than the BAPPO-based ones. The thermal decomposition temperature of the m-BAPPO-containing copolyimide without silica was shifted to a higher value. The moduli and strength values of the BAPPO diamine-containing copolyimide and its hybrid were higher than those of the m-BAPPO-containing materials. Contact angle measurements showed their hydrophobicity. Scanning electron microscope (SEM) analysis showed the dispersion of the silica particles in the copolyimides. These copolyimides may be used in the coating industry. The CO2 permeability and the permselectivity were the highest, among the other values found in this study, when the m-BAPPO-containing copolyimide in the absence of silica was used. The gas permeabilities obtained from this work were in the decreasing order: PCO2 > > PO2 > PN2.
Nickel-catalyzed C-P cross-coupling of arylboronic acids with P(O)H compounds
Hu, Gaobo,Chen, Weizhu,Fu, Tingting,Peng, Zhimin,Qiao, Hongwei,Gao, Yuxing,Zhao, Yufen
supporting information, p. 5362 - 5365 (2013/11/06)
A novel and efficient Ni-catalyzed coupling of a wide range of arylboronic acids with H-phosphites, H-phosphinate esters, and H-phosphine oxides has been developed, providing a general and powerful tool for the synthesis of various aryl-phosphorus compounds, especially for valuable triarylphosphine oxides, in good to excellent yield. This protocol is the first Ni-catalyzed C-P bond-forming reaction between arylboronic acids and P(O)H compounds.
Copper-catalyzed P-arylation via direct coupling of diaryliodonium salts with phosphorus nucleophiles at room temperature
Xu, Jian,Zhang, Pengbo,Gao, Yuzhen,Chen, Yiyin,Tang, Guo,Zhao, Yufen
, p. 8176 - 8183 (2013/09/12)
A new method for copper-catalyzed P-C bond formation through reaction of phosphorus nucleophiles with diaryliodonium salts at room temperature is described. Most target products are obtained with this method in high yields within a short reaction time of 10 min. It can be easily adapted to large-scale preparations. When unsymmetrical iodonium salts are employed, nucleophilic substitution occurs preferentially on the sterically hindered aromatic ring or the more electron-deficient ring.
