7579-70-6Relevant academic research and scientific papers
Versatile Visible-Light-Driven Synthesis of Asymmetrical Phosphines and Phosphonium Salts
Arockiam, Percia Beatrice,Lennert, Ulrich,Graf, Christina,Rothfelder, Robin,Scott, Daniel J.,Fischer, Tillmann G.,Zeitler, Kirsten,Wolf, Robert
supporting information, p. 16374 - 16382 (2020/11/03)
Asymmetrically substituted tertiary phosphines and quaternary phosphonium salts are used extensively in applications throughout industry and academia. Despite their significance, classical methods to synthesize such compounds often demand either harsh reaction conditions, prefunctionalization of starting materials, highly sensitive organometallic reagents, or expensive transition-metal catalysts. Mild, practical methods thus remain elusive, despite being of great current interest. Herein, we describe a visible-light-driven method to form these products from secondary and primary phosphines. Using an inexpensive organic photocatalyst and blue-light irradiation, arylphosphines can be both alkylated and arylated using commercially available organohalides. In addition, the same organocatalyst can be used to transform white phosphorus (P4) directly into symmetrical aryl phosphines and phosphonium salts in a single reaction step, which has previously only been possible using precious metal catalysis.
Preparing method of triarylphosphine compound
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Paragraph 0032; 0033; 0034; 0035, (2019/07/16)
The invention belongs to the technical field of medicine and natural compound chemical intermediates and relevant chemistry, and provides a preparing method of a triarylphosphine compound. According to the preparing method, a diphenylphosphine compound and aryl halide serve as raw materials, participation of transition metal catalysts is not needed, and the triarylphosphine compound is constructedin one step under the heating condition. The preparing method has the advantages that according to the reaction, the metal or non-metal catalysts are not needed for catalytic reactions, the triarylphosphine compound is clean and free of pollution, the reaction condition is mild, the operation and aftertreatment are simple, and the substrate compatibility is good.
A practical synthesis of unsymmetrical triarylphosphines by heterogeneous palladium(0)-catalyzed cross-coupling of aryl iodides with diphenylphosphine
Xu, Zhaotao,Wang, Pingping,Chen, Qiurong,Cai, Mingzhong
, p. 50 - 58 (2018/04/23)
The heterogeneous cross-coupling reaction of aryl iodides with diphenylphosphine was achieved in DMAc at 130 °C in the presence of 1.0 mol% of MCM-41-supported tridentate nitrogen palladium(0) complex [MCM-41-3N-Pd(0)] with KOAc as base, yielding a variety of unsymmetrical triarylphosphines in good to excellent yields. The turnover frequency (TOF) of the catalyst can reach 30.67 h?1. This new heterogeneous palladium(0) catalyst could easily be prepared by a simple procedure from commercially readily available reagents, and exhibited the same catalytic activity as homogeneous Pd(OAc)2 or Pd(PPh3)4, and could be recovered by filtration of the reaction solution and recycled at least seven times without significant loss of catalytic activity.
An efficient heterogeneous cross-coupling of aryl iodides with diphenylphosphine catalyzed by copper (I) immobilized in MCM-41
Fang, Zhiqiang,Cai, Mingzhong,Lin, Yang,Zhao, Hong
, (2018/07/31)
The heterogeneous cross-coupling reaction of aryl iodides with diphenylphosphine was achieved in toluene at 115?°C in the presence of 10?mol% of phenanthroline-functionalized MCM-41-supported copper (I) complex (Phen-MCM-41-CuI) with Cs2CO3 as base, yielding various unsymmetric triarylphosphines in good to excellent yields. This protocol can tolerate a wide range of functional groups and does not need the use of expensive additives or harsh reaction conditions. This heterogeneous Cu (I) catalyst exhibited the same catalytic activity as homogeneous CuI/Phen system, and could easily be recovered by a simple filtration of the reaction solution and recycled up to seven times without significant loss of activity.
PHOSPHORYL DERIVATIVES WITH NEW STRUCTURES AND ORGANIC ELECTRONIC DEVICES USING THE SAME
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Paragraph 0038-0042, (2017/05/12)
The present invention relates to a phospholy derivative with a new structure and an organic electronic device using the same, and more particularly, to a phosphine derivative with a new structure having a structure of a phosphine oxide and an oxazole, an
Palladium-catalyzed C–P(III) bond formation reaction with acylphosphines as phosphorus source
Yu, Rongrong,Chen, Xingyu,Wang, Zhiqian
, p. 3404 - 3406 (2016/07/11)
Palladium-catalyzed C–P(III) bond formation reaction employing acylphosphines as the phosphorus source was developed. Under the optimized conditions, acylphosphines could react with aryl halides directly affording trivalent phosphines in up to 94% yield.
Nickel-catalysed P-C bond formation via P-H/C-CN cross coupling reactions
Zhang, Ji-Shu,Chen, Tieqiao,Yang, Jia,Han, Li-Biao
supporting information, p. 7540 - 7542 (2015/05/04)
Nickel-catalysed P-H/C-CN cross coupling reactions take place efficiently under mild reaction conditions affording the corresponding sp2C-P bonds. This transformation provides a convenient method for the preparation of arylphosphines and arylphosphine oxides from the readily available P-H compounds and arylnitriles. This journal is
Convenient Formation of Triarylphosphines by Nickel-Catalyzed C-P Cross-Coupling with Aryl Chlorides
Sun, Meng,Zang, Yu-Shi,Hou, Le-Kai,Chen, Xiang-Xiang,Sun, Wei,Yang, Shang-Dong
supporting information, p. 6796 - 6801 (2016/02/18)
A convenient strategy has been developed for the preparation of various phosphine ligands in good to excellent yields through a nickel-catalyzed C-P bond-forming step. This reaction proceeded smoothly and tolerated a variety of functional groups to provide a new method for the synthesis of important phosphine ligands through the direct cleavage of a C-Cl bond. A convenient strategy has been developed for the preparation of various phosphine ligands in good to excellent yields through a nickel-catalyzed C-P bond-forming step. This reaction proceeded smoothly and tolerated a variety of functional groups to provide a new method for the synthesis of important phosphine ligands through the direct cleavage of a C-Cl bond.
Nickel-catalyzed C-P cross-coupling by C-CN bond cleavage
Sun, Meng,Zhang, Hong-Yu,Han, Qi,Yang, Kuo,Yang, Shang-Dong
supporting information; experimental part, p. 9566 - 9570 (2011/10/05)
Prosperous coupling: A nickel-catalyzed C-P cross-coupling reaction with Me3SiPPh2 by carbon-cyano bond cleavage has been developed. This method is characterized by its simplicity and wide application to the synthesis of various monophosphorus and P,N bidentate ligands (see scheme).
ARYLATION CATALYTIQUE D'ORGANOPHOSPHORES. PRODUITS DE L'ARYLATION, CATALYSEE PAR LES SELS DE NICKEL (II), DE COMPOSES DU PHOSPHORE TRICOORDINE
Cristau, Henri-Jean,Chene, Alain,Christol, Henri
, p. 283 - 296 (2007/10/02)
Analysis of the products from the nickel (II) bromide catalysed arylation of tricoordinated phosphorus compounds R2P-Z (Z = H, Cl, SR,NR2) pointed out that this arylation always takes place on phosphorus resulting at first in formation of pseudophosphonium salts.Only the aminophosphonium salts are stable under reaction conditions; the other salts undergo several transformations which can be brought together in a general reactivity scheme to account for all the side products.On regard to other heteroatoms these results point out a particular ability of phosphorus to be arylated under nickel (II) catalysis.The reaction with secondary phosphines can be applied to synthetise diarylphosphonium salts.
