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Auteur : Grafiati
Publié le 6 septembre 2023

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1

Römbke, Patric, Annette Schier et Hubert Schmidbaur. « (Phosphine)Silver(I) Sulfonate Complexes ». Zeitschrift für Naturforschung B 58, no 1 (1 janvier 2003) : 168–72. http://dx.doi.org/10.1515/znb-2003-0126.

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Abstract Phosphine)silver(I) organosulfonate complexes of the type (R3P)AgOS(O)2R’ have been prepared in good yields from the corresponding silver sulfonates and tertiary phosphines in dichloromethane solution [R3 = Ph3, Ph2(2-Py), Me2Ph, with R’ = 4-Me-C6H4; R = Ph, R’ = Et and 2,5-Me2-C6H4]. If ethanol is present in the reaction mixture, the products contain one equivalent of ethanol. The crystal structures of (Ph3P)AgOS(O)2(C6H4-4-Me)(EtOH) (1), and (Me2PhP)AgOS(O)2(C6H4-4- Me) (5) have been determined. Complex 1 is present as a dimer in which the monomeric units feature intermolecular Ag-O donor/acceptor bonding in a four-membered ring. The coordination sphere of the silver atoms is further complemented by an ethanol molecule which is also engaged in hydrogen bonding with one of the sulfonate oxygen atoms. The solvent-free complex 5 is associated into helical chains via Ag-O coordinative bonds which provide the silver atoms with a distorted planar T-shaped coordination.
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2

Yon, Marjorie, Claire Pibourret, Jean-Daniel Marty et Diana Ciuculescu-Pradines. « Easy colorimetric detection of gadolinium ions based on gold nanoparticles : key role of phosphine-sulfonate ligands ». Nanoscale Advances 2, no 10 (2020) : 4671–81. http://dx.doi.org/10.1039/d0na00374c.

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Specific interactions between sulfonate groups of phosphine-sulfonate ligands on the surface of Au nanoparticles and Gd3+ ions allow the colorimetric detection of Gd3+ ions at the μM level.
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3

Xia, Jian, Yixin Zhang, Xiaoqiang Hu, Xin Ma, Lei Cui, Jianfu Zhang et Zhongbao Jian. « Sterically very bulky aliphatic/aromatic phosphine-sulfonate palladium catalysts for ethylene polymerization and copolymerization with polar monomers ». Polymer Chemistry 10, no 4 (2019) : 546–54. http://dx.doi.org/10.1039/c8py01568f.

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4

Song, Guangzhi, Wenmin Pang, Weimin Li, Min Chen et Changle Chen. « Phosphine-sulfonate-based nickel catalysts : ethylene polymerization and copolymerization with polar-functionalized norbornenes ». Polymer Chemistry 8, no 47 (2017) : 7400–7405. http://dx.doi.org/10.1039/c7py01661a.

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5

Na, Yinna, Dan Zhang et Changle Chen. « Modulating polyolefin properties through the incorporation of nitrogen-containing polar monomers ». Polymer Chemistry 8, no 15 (2017) : 2405–9. http://dx.doi.org/10.1039/c7py00127d.

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6

Chen, Min, Wenping Zou, Zhengguo Cai et Changle Chen. « Norbornene homopolymerization and copolymerization with ethylene by phosphine-sulfonate nickel catalysts ». Polymer Chemistry 6, no 14 (2015) : 2669–76. http://dx.doi.org/10.1039/c5py00010f.

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7

Leonard, Nadia G., Grace V. Parker, Paul G. Williard et Wesley H. Bernskoetter. « Coordination Chemistry of Iridium Phosphine–Sulfonate Complexes ». Journal of Inorganic and Organometallic Polymers and Materials 24, no 1 (2 octobre 2013) : 157–63. http://dx.doi.org/10.1007/s10904-013-9966-y.

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8

Zhou, Xiaoyuan, Sébastien Bontemps et Richard F. Jordan. « Base-Free Phosphine−Sulfonate Nickel Benzyl Complexes ». Organometallics 27, no 19 (13 octobre 2008) : 4821–24. http://dx.doi.org/10.1021/om800741w.

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9

Rezabal, E., J. M. Ugalde et G. Frenking. « The trans Effect in Palladium Phosphine Sulfonate Complexes ». Journal of Physical Chemistry A 121, no 40 (2 octobre 2017) : 7709–16. http://dx.doi.org/10.1021/acs.jpca.7b06856.

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10

Zhu, Ling, Shuang Li, Xiaohui Kang, Wenzhen Zhang et Yi Luo. « A DFT Study of the Copolymerization of Methyl Vinyl Sulfone and Ethylene Catalyzed by Phosphine–Sulfonate and α-Diimine Palladium Complexes ». Catalysts 13, no 6 (20 juin 2023) : 1026. http://dx.doi.org/10.3390/catal13061026.

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Density functional theory (DFT) calculations were comparatively carried out to reveal the origins of different catalytic performances from phosphine–benzene sulfonate (A, [{P^O}PdMe(L)] (P^O = Κ2-P,O-Ar2PC6H4SO3 with Ar = 2-MeOC6H4)) and α-diimine (B, [{N^N}PdMe(Cl)] (N^N = (ArN=C(Me)-C(Me)=NAr) with Ar = 2,6-iPr2C6H3)) palladium complexes toward the copolymerization of ethylene and methyl vinyl sulfone (MVS). Having achieved agreement between theory and experiment, it was found that the favorable 2,1-selective insertion of MVS into phosphine–sulfonate palladium complex A was due to there being less structural deformations in the catalyst and monomer. Both the MVS and ethylene insertions were calculated, and the former was found to be more favorable for chain initiation and chain propagation. In the case of α-diimine palladium system B, the resulting product of the first MVS insertion was quite stable, and the stronger O-backbiting interaction hampered the insertion of the incoming ethylene molecule. These computational results are expected to provide some hints for the design of transition metal copolymerization catalysts.
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11

Bashir, Oumar, Laurence Piche et Jerome P. Claverie. « 18-Electron Ruthenium Phosphine Sulfonate Catalysts for Olefin Metathesis ». Organometallics 33, no 14 (9 juillet 2014) : 3695–701. http://dx.doi.org/10.1021/om500212x.

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12

Ito, Shingo, Yusuke Ota et Kyoko Nozaki. « Ethylene/allyl monomer cooligomerization by nickel/phosphine–sulfonate catalysts ». Dalton Transactions 41, no 45 (2012) : 13807. http://dx.doi.org/10.1039/c2dt31771k.

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13

Du, Qing, Liping Zhao, Lihua Guo, Xingxing Ge, Shumiao Zhang, Zhishan Xu et Zhe Liu. « Lysosome-targeted Cyclometalated Iridium (III) Anticancer Complexes Bearing Phosphine-Sulfonate Ligands ». Applied Organometallic Chemistry 33, no 2 (7 décembre 2018) : e4746. http://dx.doi.org/10.1002/aoc.4746.

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14

Blaskó, Andrei, Clifford A. Bunton, Eduardo A. Toledo, Paul M. Holland et Faruk Nome. « SN2 reactions of a sulfonate ester in mixed cationic/phosphine oxide micelles ». J. Chem. Soc., Perkin Trans. 2, no 12 (1995) : 2367–73. http://dx.doi.org/10.1039/p29950002367.

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15

Anselment, Timo M. J., Christian Wichmann, Carly E. Anderson, Eberhardt Herdtweck et Bernhard Rieger. « Structural Modification of Functionalized Phosphine Sulfonate-Based Palladium(II) Olefin Polymerization Catalysts ». Organometallics 30, no 24 (26 décembre 2011) : 6602–11. http://dx.doi.org/10.1021/om200734x.

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16

Ravasio, Andrea, Laura Boggioni et Incoronata Tritto. « Copolymerization of Ethylene with Norbornene by Neutral Aryl Phosphine Sulfonate Palladium Catalyst ». Macromolecules 44, no 11 (14 juin 2011) : 4180–86. http://dx.doi.org/10.1021/ma2006427.

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17

Skupov, Kirill M., Pooja R. Marella, Michel Simard, Glenn P. A. Yap, Nathan Allen, David Conner, Brian L. Goodall et Jerome P. Claverie. « Palladium Aryl Sulfonate Phosphine Catalysts for the Copolymerization of Acrylates with Ethene ». Macromolecular Rapid Communications 28, no 20 (15 octobre 2007) : 2033–38. http://dx.doi.org/10.1002/marc.200700370.

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18

Weng, Wei, Zhongliang Shen et Richard F. Jordan. « Copolymerization of Ethylene and Vinyl Fluoride by (Phosphine-Sulfonate)Pd(Me)(py) Catalysts ». Journal of the American Chemical Society 129, no 50 (décembre 2007) : 15450–51. http://dx.doi.org/10.1021/ja0774717.

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19

Luo, Shuji, Javier Vela, Graham R. Lief et Richard F. Jordan. « Copolymerization of Ethylene and Alkyl Vinyl Ethers by a (Phosphine- sulfonate)PdMe Catalyst ». Journal of the American Chemical Society 129, no 29 (juillet 2007) : 8946–47. http://dx.doi.org/10.1021/ja072562p.

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20

Zou, Chen, Wenmin Pang et Changle Chen. « Influence of chelate ring size on the properties of phosphine-sulfonate palladium catalysts ». Science China Chemistry 61, no 9 (25 avril 2018) : 1175–78. http://dx.doi.org/10.1007/s11426-018-9237-6.

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21

Yang, Bangpei, Wenmin Pang et Min Chen. « Redox Control in Olefin Polymerization Catalysis by Phosphine-Sulfonate Palladium and Nickel Complexes ». European Journal of Inorganic Chemistry 2017, no 18 (10 mai 2017) : 2510–14. http://dx.doi.org/10.1002/ejic.201700214.

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22

Chen, Min, Bangpei Yang et Changle Chen. « Redox-Controlled Olefin (Co)Polymerization Catalyzed by Ferrocene-Bridged Phosphine-Sulfonate Palladium Complexes ». Angewandte Chemie International Edition 54, no 51 (2 novembre 2015) : 15520–24. http://dx.doi.org/10.1002/anie.201507274.

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23

Chen, Min, Bangpei Yang et Changle Chen. « Redox-Controlled Olefin (Co)Polymerization Catalyzed by Ferrocene-Bridged Phosphine-Sulfonate Palladium Complexes ». Angewandte Chemie 127, no 51 (2 novembre 2015) : 15740–44. http://dx.doi.org/10.1002/ange.201507274.

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24

Tan, Chen, Muhammad Qasim, Wenmin Pang et Changle Chen. « Ligand–metal secondary interactions in phosphine–sulfonate palladium and nickel catalyzed ethylene (co)polymerization ». Polymer Chemistry 11, no 2 (2020) : 411–16. http://dx.doi.org/10.1039/c9py00904c.

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25

Liang, Tao, et Changle Chen. « Side-Arm Control in Phosphine-Sulfonate Palladium- and Nickel-Catalyzed Ethylene Polymerization and Copolymerization ». Organometallics 36, no 12 (15 juin 2017) : 2338–44. http://dx.doi.org/10.1021/acs.organomet.7b00294.

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26

Kochi, Takuya, Shusuke Noda, Kenji Yoshimura et Kyoko Nozaki. « Formation of Linear Copolymers of Ethylene and Acrylonitrile Catalyzed by Phosphine Sulfonate Palladium Complexes ». Journal of the American Chemical Society 129, no 29 (juillet 2007) : 8948–49. http://dx.doi.org/10.1021/ja0725504.

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27

Nakamura, Akifumi, Takeharu Kageyama, Hiroki Goto, Brad P. Carrow, Shingo Ito et Kyoko Nozaki. « P-Chiral Phosphine–Sulfonate/Palladium-Catalyzed Asymmetric Copolymerization of Vinyl Acetate with Carbon Monoxide ». Journal of the American Chemical Society 134, no 30 (23 juillet 2012) : 12366–69. http://dx.doi.org/10.1021/ja3044344.

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28

Lanzinger, Dominik, Marco M. Giuman, Timo M. J. Anselment et Bernhard Rieger. « Copolymerization of Ethylene and 3,3,3-Trifluoropropene Using (Phosphine-sulfonate)Pd(Me)(DMSO) as Catalyst ». ACS Macro Letters 3, no 9 (4 septembre 2014) : 931–34. http://dx.doi.org/10.1021/mz5004344.

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29

Yang, Bangpei, Shuoyan Xiong et Changle Chen. « Manipulation of polymer branching density in phosphine-sulfonate palladium and nickel catalyzed ethylene polymerization ». Polym. Chem. 8, no 40 (2017) : 6272–76. http://dx.doi.org/10.1039/c7py01281k.

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30

Kochi, Takuya, Kenji Yoshimura et Kyoko Nozaki. « Synthesis of anionic methylpalladium complexes with phosphine–sulfonate ligands and their activities for olefin polymerization ». Dalton Trans., no 1 (2006) : 25–27. http://dx.doi.org/10.1039/b512452m.

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31

Rezabal, Elixabete, José M. Asua et Jesus M. Ugalde. « Homopolymerization of Ethylene by Palladium Phosphine Sulfonate Catalysts : The Role of Structural and Environmental Factors ». Organometallics 34, no 1 (31 décembre 2014) : 373–80. http://dx.doi.org/10.1021/om5011947.

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32

Sun, Jiajie, Min Chen, Gen Luo, Changle Chen et Yi Luo. « Diphosphazane-monoxide and Phosphine-sulfonate Palladium Catalyzed Ethylene Copolymerization with Polar Monomers : A Computational Study ». Organometallics 38, no 3 (30 janvier 2019) : 638–46. http://dx.doi.org/10.1021/acs.organomet.8b00796.

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33

Wu, Zixia, Min Chen et Changle Chen. « Ethylene Polymerization and Copolymerization by Palladium and Nickel Catalysts Containing Naphthalene-Bridged Phosphine–Sulfonate Ligands ». Organometallics 35, no 10 (16 mars 2016) : 1472–79. http://dx.doi.org/10.1021/acs.organomet.6b00076.

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34

Kageyama, Takeharu, Shingo Ito et Kyoko Nozaki. « Vinylarene/CO Copolymerization and Vinylarene/Polar Vinyl Monomer/CO Terpolymerization Using Palladium/Phosphine-Sulfonate Catalysts ». Chemistry - An Asian Journal 6, no 2 (20 janvier 2011) : 690–97. http://dx.doi.org/10.1002/asia.201000668.

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35

Zhang, Randi, Rong Gao, Qingqiang Gou, Jingjing Lai et Xinyang Li. « Recent Advances in the Copolymerization of Ethylene with Polar Comonomers by Nickel Catalysts ». Polymers 14, no 18 (12 septembre 2022) : 3809. http://dx.doi.org/10.3390/polym14183809.

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The less-expensive and earth-abundant nickel catalyst is highly promising in the copolymerization of ethylene with polar monomers and has thus attracted increasing attention in both industry and academia. Herein, we have summarized the recent advancements made in the state-of-the-art nickel catalysts with different types of ligands for ethylene copolymerization and how these modifications influence the catalyst performance, as well as new polymerization modulation strategies. With regard to α-diimine, salicylaldimine/ketoiminato, phosphino-phenolate, phosphine-sulfonate, bisphospnine monoxide, N-heterocyclic carbene and other unclassified chelates, the properties of each catalyst and fine modulation of key copolymerization parameters (activity, molecular weight, comonomer incorporation rate, etc.) are revealed in detail. Despite significant achievements, many opportunities and possibilities are yet to be fully addressed, and a brief outlook on the future development and long-standing challenges is provided.
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36

Kapdi, Anant R., Shatrughn Bhilare, Santosh Kori, Harshita Shet, Gundapally Balaram, Koosam Mahendar et Yogesh S. Sanghvi. « Scale-Up of a Heck Alkenylation Reaction : Application to the Synthesis of an Amino-Modifier Nucleoside ‘Ruth Linker’ ». Synthesis 52, no 23 (8 septembre 2020) : 3595–603. http://dx.doi.org/10.1055/s-0040-1707260.

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AbstractRuth linker is a C5 pyrimidine modified nucleoside analogue widely utilized for the incorporation of a primary amine in a synthetic oligonucleotide. The increasing demand for non-radioactive labeling, detection of biomolecules, and assembly of COVID-19 test kits has triggered a need for scale-up of Ruth linker. Herein, an efficient protocol involving a palladium-catalyzed Heck alkenylation is described. The synthesis has been optimized with a goal of low catalyst concentration, column-free isolation, high product purity, reproducibility, and shorter reaction time. The scalability and utility of the process have been demonstrated successfully on a 100 g scale (starting material). Additionally, for scale-up of the Heck alkenylation protocol, 7-phospha-1,3,5-triaza-adamantanebutane sulfonate (PTABS) as the coordinating caged phosphine ligand was also synthesized on a multigram scale after careful optimization of the conditions.
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37

Burke, Nichola J., Andrew D. Burrows, Mary F. Mahon et John E. Warren. « Hydrogen bond network structures based on sulfonated phosphine ligands : The effects of complex geometry, cation substituents and phosphine oxidation on guanidinium sulfonate sheet formation ». Inorganica Chimica Acta 359, no 11 (août 2006) : 3497–506. http://dx.doi.org/10.1016/j.ica.2006.01.008.

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38

Noda, Shusuke, Takuya Kochi et Kyoko Nozaki. « Synthesis of Allylnickel Complexes with Phosphine Sulfonate Ligands and Their Application for Olefin Polymerization without Activators ». Organometallics 28, no 2 (26 janvier 2009) : 656–58. http://dx.doi.org/10.1021/om800781b.

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Noda, Shusuke, Takuya Kochi et Kyoko Nozaki. « Synthesis of Allylnickel Complexes with Phosphine Sulfonate Ligands and Their Application for Olefin Polymerization without Activators ». Organometallics 28, no 21 (9 novembre 2009) : 6378. http://dx.doi.org/10.1021/om900860v.

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40

Chang, Chun-Fang, Kenji Hamase et Makoto Tsunoda. « Analysis of Total Thiols in the Urine of a Cystathionine β-Synthase-Deficient Mouse Model of Homocystinuria Using Hydrophilic Interaction Chromatography ». Molecules 25, no 7 (9 avril 2020) : 1735. http://dx.doi.org/10.3390/molecules25071735.

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Homocysteine and related thiols (cysteine, cysteinylglycine, and glutathione) in the urine of a cystathionine β-synthase (CBS)-deficient mouse model were quantified using hydrophilic interaction chromatography with fluorescence detection. Urine samples were incubated with tris(2-carboxyethyl) phosphine to reduce disulfide bonds into thiols. After deproteinization, thiols were fluorescently derivatized with ammonium 7-fluoro-2,1,3-benzoxadiazole-4-sulfonate (SBD-F). Homocysteine, cysteine, cysteinylglycine, and glutathione in mouse urine were analyzed using an amide-type column with a mobile phase of acetonitrile/120 mM ammonium formate buffer (pH 3.0) (81:19). The developed method was well-validated. Thiol concentrations in the urine of CBS-wild type (-WT), -heterozygous (-Hetero), and -knockout (-KO) mice were quantified using the developed method. As expected, total homocysteine concentration in CBS-KO mice was significantly higher than that in CBS-WT and CBS-Hetero mice. The developed method shows promise for diagnoses in preclinical and clinical studies.
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41

Cai, Zhengguo, Zhongliang Shen, Xiaoyuan Zhou et Richard F. Jordan. « Enhancement of Chain Growth and Chain Transfer Rates in Ethylene Polymerization by (Phosphine-sulfonate)PdMe Catalysts by Binding of B(C6F5)3 to the Sulfonate Group ». ACS Catalysis 2, no 6 (15 mai 2012) : 1187–95. http://dx.doi.org/10.1021/cs300147c.

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42

Feng, Ge, Matthew P. Conley et Richard F. Jordan. « Differentiation between Chelate Ring Inversion and Aryl Rotation in a CF3-Substituted Phosphine-Sulfonate Palladium Methyl Complex ». Organometallics 33, no 17 (21 août 2014) : 4486–96. http://dx.doi.org/10.1021/om500699t.

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43

Vacher, Antoine, Anissa Amar, Franck Camerel, Yann Molard, Camille Latouche, Thierry Roisnel, Vincent Dorcet, Abdou Boucekkine, Huriye Akdas-Kiliç et Mathieu Achard. « Modulation of emission properties of phosphine-sulfonate ligand containing copper complexes : playing with solvato-, thermo-, and mechanochromism ». Dalton Transactions 48, no 6 (2019) : 2128–34. http://dx.doi.org/10.1039/c8dt04502j.

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44

Xia, Jian, Yixin Zhang, Jianfu Zhang et Zhongbao Jian. « High-Performance Neutral Phosphine-Sulfonate Nickel(II) Catalysts for Efficient Ethylene Polymerization and Copolymerization with Polar Monomers ». Organometallics 38, no 5 (22 février 2019) : 1118–26. http://dx.doi.org/10.1021/acs.organomet.8b00916.

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45

Mehmood, Andleeb, Xiaowei Xu, Xiaohui Kang et Yi Luo. « Origin of different chain-end microstructures in ethylene/vinyl halide copolymerization catalysed by phosphine–sulfonate palladium complexes ». New Journal of Chemistry 44, no 39 (2020) : 16941–47. http://dx.doi.org/10.1039/d0nj03350b.

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Ethylene and vinyl halide (VX, X = F or Cl) copolymerization mechanism in the presence of catalysts A ((POOMe,OMe)PdMe, POOMe,OMe = {2(2-MeOC6H4)(2-SO3-5-MeC6H3)P}) and A′ ((POBp,OMe)PdMe, POBp,OMe = {(2-MeOC6H4)(2-{2,6-(MeO)2C6H3}C6H4)(2-SO3-5-MeC6H3)P}) has been comparatively studied via density functional theory (DFT) calculations.
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46

Chen, Min, et Changle Chen. « Rational Design of High-Performance Phosphine Sulfonate Nickel Catalysts for Ethylene Polymerization and Copolymerization with Polar Monomers ». ACS Catalysis 7, no 2 (18 janvier 2017) : 1308–12. http://dx.doi.org/10.1021/acscatal.6b03394.

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47

Du, Qing, Yuliang Yang, Lihua Guo, Meng Tian, Xingxing Ge, Zhenzhen Tian, Liping Zhao, Zhishan Xu, Juanjuan Li et Zhe Liu. « Fluorescent half-sandwich phosphine-sulfonate iridium(III) and ruthenium(II) complexes as potential lysosome-targeted anticancer agents ». Dyes and Pigments 162 (mars 2019) : 821–30. http://dx.doi.org/10.1016/j.dyepig.2018.11.009.

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48

Pfeiffer, Christine M., Dan L. Huff, S. Jay Smith, Dayton T. Miller et Elaine W. Gunter. « Comparison of Plasma Total Homocysteine Measurements in 14 Laboratories : An International Study ». Clinical Chemistry 45, no 8 (1 août 1999) : 1261–68. http://dx.doi.org/10.1093/clinchem/45.8.1261.

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Abstract Background: Information on interlaboratory variation and especially on methodological differences for plasma total homocysteine is lacking. Methods: We studied 14 laboratories that used eight different method types: HPLC with electrochemical detection (HPLC-ED); HPLC with fluorescence detection (HPLC-FD) further subdivided by type of reducing/derivatizing agent; gas chromatography/mass spectrometry (GC/MS); enzyme immunoassay (EIA); and fluorescence polarization immunoassay (FPIA). Three of these laboratories used two methods. The laboratories participated in a 2-day analysis of 46 plasma samples, 4 additional plasma samples with added homocystine, and 3 plasma quality-control (QC) pools. Results were analyzed for imprecision, recovery, and methodological differences. Results: The mean among-laboratory and among-run within-laboratory imprecision (CV) was 9.3% and 5.6% for plasma samples, 8.8% and 4.9% for samples with added homocystine, and 7.6% and 4.2% for the QC pools, respectively. Difference plots showed values systematically higher than GC/MS for HPLC-ED, HPLC-FD using sodium borohydride/monobromobimane (however, for only one laboratory), and EIA, and lower values for HPLC-FD using trialkylphosphine/4-(aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole. The two HPLC-FD methods using tris(2-carboxyethyl) phosphine/ammonium 7-fluoro-2,1,3-benzoxadiazole-4-sulfonate (SBD-F) or tributyl phosphine/SBD-F, and the FPIA method showed no detectable systematic difference from GC/MS. Conclusions: Among-laboratory variations within one method can exceed among-method variations. Some of the methods tested could be used interchangeably, but there is an urgent need to improve analytical imprecision and to decrease differences among methods.
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García Suárez, Eduardo J., Aurora Ruiz, Sergio Castillón, Werner Oberhauser, Claudio Bianchini et Carmen Claver. « New alkyl derivatives phosphine sulfonate (P–O) ligands. Catalytic activity in Pd-catalysed Suzuki–Miyaura reactions in water ». Dalton Trans., no 27 (2007) : 2859–61. http://dx.doi.org/10.1039/b707590c.

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50

Zong, Yanlin, Chaoqun Wang, Yixin Zhang et Zhongbao Jian. « Polar-Functionalized Polyethylenes Enabled by Palladium-Catalyzed Copolymerization of Ethylene and Butadiene/Bio-Based Alcohol-Derived Monomers ». Polymers 15, no 4 (19 février 2023) : 1044. http://dx.doi.org/10.3390/polym15041044.

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Polar-functionalized polyolefins are high-value materials with improved properties. However, their feedstocks generally come from non-renewable fossil products; thus, it requires the development of renewable bio-based monomers to produce functionalized polyolefins. In this contribution, via the Pd-catalyzed telomerization of 1,3-butadiene and three types of bio-based alcohols (furfuryl alcohol, tetrahydrofurfuryl alcohol, and solketal), 2,7-octadienyl ether monomers including OC8-FUR, OC8-THF, and OC8-SOL were synthesized and characterized, respectively. The copolymerization of these monomers with ethylene catalyzed by phosphine–sulfonate palladium catalysts was further investigated. Microstructures of the resultant copolymers were analyzed by NMR and ATR-IR spectroscopy, revealing linear structures with incorporations of difunctionalized side chains bearing both allyl ether units and polar cyclic groups. Mechanical property studies exhibited better strain-at-break of these copolymers compared to the non-polar polyethylene, among which the copolymer E-FUR with the incorporation of 0.3 mol% displayed the highest strain-at-break and stress-at-break values of 940% and 35.9 MPa, respectively.
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