150404-18-5Relevant academic research and scientific papers
C-phosphorylation of azoles with trivalent phosphorus halides
Pinchuk, Alexander M.,Tolmachev, Andrew A.,Kostyuk, Alexander N.,Yurchenko, Alexander A.,Sviridon, Angelika I.
, p. 477 - 480 (1996)
Simple method of C-phosphorylation of azoles by trivalent phosphorus halides in the pyridine solution have been developed. Hetaryldihalogen, dihetarylhalogen-, trihetarylphosphines, which were transformed into new types of P(III) and P(IV) derivatives, ha
Promotion effect of water on hydroformylation of styrene and its derivatives with presence of amphiphilic zwitterionic phosphines
Chen, Sheng-Jie,Li, Yong-Qi,Wang, Peng,Lu, Yong,Zhao, Xiao-Li,Liu, Ye
, p. 212 - 220 (2015/07/28)
Two kinds of novel zwitterionic phosphines of L1 and L2 have been synthesized in which the sulfonate groups (-SO3-) are incorporated to render them amphiphilic. Both of them are strong π-acceptor ligands in which the positive-charged imidazoliums with intensive electron-withdrawing effect are vicinal to the coordinating phosphorous atoms. The amino-group of piperidyl is additionally incorporated in L2 to make it behave as a hybrid ligand with potential hemilability. The comparison of the ligands of L1 and L2 in Rh-catalyzed hydroformylation of styrene (and its derivatives) and the effect of water on their behaviors were discussed. Without the involvement of water, the catalytic system of Rh(acac)(CO)2-L2 exhibited lower activity than that of Rh(acac)(CO)2-L1 under the same conditions. However, the dramatic promotion effect of water as a suspension was observed especially for Rh(acac)(CO)2-L2 system with TOF spurred up from 195 to 470 h-1. The corresponding in situ high pressure FT-IR spectral information showed that the presence of water in Rh(acac)(CO)2-L2 system greatly facilitated the formation and stability of the active Rh-H species (νRh-H, 2047 cm-1), which was in charge of the efficient hydroformylation of styrene and its derivatives.
Catalytic activity of 1-methylimidazole-based phosphine ligands in the palladium-catalyzed Suzuki coupling reaction
Guan, Jin Tao,Song, Xiao Ming,Zhang, Zhi Yong,Wei, Ben Mei,Dai, Zhi Qun
, p. 87 - 89 (2015/01/30)
The catalytic activities of three N-methylimidazole-based phosphine ligands in the Suzuki coupling reaction were tested using PdCl2 as the catalyst. The results showed all three phosphine ligands exhibited excellent activity towards the Suzuki reaction, and the catalytic activity decreased with increasing number of imidazole groups.
1,3-Dimethyl-4-(diphenylphosphino)imidazolium Triflate: A Functionalized Ionic Liquid with Ambivalent Coordination Capability
Ruiz, Javier,Mesa, Alejandro F.,Sol, Daniel
, p. 5129 - 5135 (2015/11/09)
Simply using 1-methylimidazole as the starting material, the functionalized ionic liquid 1,3-dimethyl-4-(diphenylphosphino)imidazolium triflate ([3]OTf) has been prepared, from which the corresponding 4-phosphino-substituted N-heterocyclic carbene 4 was generated. The coordination capability of 3 and 4 toward a variety of transition-metal centers has been studied, as well as their electron-donor character through an evaluation of the TEP parameter. 3 behaves as a cationic phosphine ligand, whereas 4 shows a strong preference to coordinate to transition metals through the carbene carbon atom, leading to the obtention of mononuclear complexes with a free phosphine arm which act as metalloligands, allowing for the modular formation of homo- and heterodinuclear transition-metal complexes.
The ionic mononuclear and trinuclear Au(I)-complexes ligated by phosphine-functionalized ionic liquids: Synthesis, characterization, and catalysis to hydration of phenylacetylene
Wang, Xuezhu,Wang, Yongyong,Zhang, Jing,Zhao, Xiaoli,Liu, Ye
, p. 40 - 47 (2014/05/20)
A series of ionic Au(I)-complexes ligated by the phosphine-functionalized ionic liquids were synthesized and characterized, which are composed of the Au(I)-complex cation and the counteranion of OTf-, AuCl 4-, or PF6-, respectively. The single crystal X-ray diffraction analyses show that the Au(I)-centered vector in 1A, 1B, 2A, 3A, and 4A all possess the slightly twisted linear geometry, and in each individual the Au(I)-center is coordinated by one chlorine and one imidazolium-based phosphine. The aggregation of 1B in acetone can lead to the formation of the trinuclear Au(I)-complex of 1C due to the aurophilic Au(I)-Au(I) interaction, the electrostatic attraction, and the steric preference. When these ionic Au-complexes were employed as precatalysts for hydration of phenylacetylene in aqueous-methanol media, the reaction proceeded selectively according to Markovnikov's rule with moderate to high yields of acetophenone. The highest activities were achieved over 2A with hydrophobic PF6- as the counteranion and the trinuclear 1C under mild conditions (75 °C, 2 h), in conjunction with the additive of proton acid H2SO4. The ion-pair effect on the catalytic performance of the corresponding Au(I)-complexes, coming from the phosphine-ligated cations and the counteranions, were investigated.
A 4,5-diphosphino-substituted imidazolium salt: A building block for the modular synthesis of mixed diphosphine-NHC heterometallic complexes
Ruiz, Javier,Mesa, Alejandro F.
supporting information; experimental part, p. 4485 - 4488 (2012/05/20)
Fused in the same molecule! An N-heterocyclic carbene and a diphosphine are generated and used in the modular synthesis of a variety of target heterometallic complexes. The experimental approach involves formation of a unique 4,5-bis(diphenylphosphino)-1,3-dimethyl-imidazolium salt, simply by starting from 1-methylimidazole (see scheme; M1=Cr, Mn; M 2=Au, Rh, Pd; LiHMDS=LiN(SiMe3)2).
Electron-donating ability of triarylphosphines and related compounds studied by 31P NMR spectroscopy
Chevykalova,Manzhukova,Artemova,Luzikov,Nifant'ev,Nifant'ev
, p. 78 - 84 (2007/10/03)
The influence of aryl, heterocyclic, amide, alkyl, alkoxyl, thioalkoxyl, and ferrocenyl substituents at the phosphorus atom on its electron-donating ability was studied by the measurement of direct 31P-77Se spin-spin coupling constants for the corresponding selenides. Series of diphenylorganylphosphines and their selenides were studied.
