95278-09-4Relevant academic research and scientific papers
Cu/Picolinamides-Catalyzed Coupling of (Hetero)aryl Halides with Secondary Phosphine Oxides and Phosphite?
Fang, Chao,Wei, Bangguo,Ma, Dawei
supporting information, p. 2957 - 2961 (2021/08/23)
Some 4-hydroxy-picolinic acid derived amides were revealed as more efficient ligands for Cu-catalyzed coupling of (hetero)aryl halides with secondary phosphine oxides and phosphites. Only 3—5 mol% CuI and ligands were required to ensure coupling with a number of (hetero)aryl bromides and iodides to complete at 120 oC in 10—20 h.
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.
Efficient nickel-catalyzed phosphinylation of C-S bonds forming C-P bonds
Yang, Jia,Xiao, Jing,Chen, Tieqiao,Yin, Shuang-Feng,Han, Li-Biao
supporting information, p. 12233 - 12236 (2016/10/21)
The first nickel-catalyzed phosphinylation of C-S bonds forming C-P bonds is developed. This transformation can proceed readily with the simple Ni(cod)2 at a loading down to 0.1 mol% at the 10 mmol scale. A variety of aryl sulfur compounds, i.e. sulfides, sulfoxides and sulfones all couple with P(O)-H compounds to produce the corresponding organophosphorus compounds in high yields, which provides an efficient new method for the construction of C-P bonds.
Aryl group - A leaving group in arylphosphine oxides
Stankevi?, Marek,Pisklak, Jolanta,W?odarczyk, Katarzyna
, p. 810 - 824 (2016/01/20)
The treatment of triphenylphosphine oxide with organometallic reagents leads to the substitution of up to three phenyl substituents with the incoming carbon nucleophile. The replacement of the phenyl/aryl group in tertiary diarylalkylphosphine oxides or even aryldialkylphosphine oxides was also observed. Naphthyl-substituted phosphine oxides undergo Michael-type addition at the naphthyl group when treated with organolithium reagent.
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.
A cyclodiphosphazane based pincer ligand, [2,6-{μ-(tBuN)2P(tBuHN)PO}2C6H3I]: NiII, PdII, PtII and CuI complexes and catalytic studies
Ananthnag, Guddekoppa S.,Mague, Joel T.,Balakrishna, Maravanji S.
, p. 3785 - 3793 (2015/03/04)
Synthesis and late-transition metal complexes of pincer capable cyclodiphosphazane, 2,6-{μ-(tBuN)2P(tBuHN)PO}2C6H3I (1) are described. The condensation of 2-iodoresorcinol with cis-{ClP(μ-NtBu)2PN(H)tBu} produced a difunctional derivative 1 in good yield. The treatment of Ni(COD)2, Pd2(dba)3·CHCl3 or Pt(PPh3)4 with 1 afforded pincer complexes [2,6-{μ-(tBuN)2P(tBuHN)PO}2C6H3MI] (2 M = Ni; 3 M = Pd and 4 M = Pt). The reaction of complex 3 with copper halides resulted in the formation of heterobimetallic complexes bridged by rhombic {Cu(μ-X)}2 units, [{{Cu(μ-X)}2}{μ-(tBuN)2P(tBuHN)PO}2C6H3PdI] (5 X = I and 6 X = Br). The crystal structures of 1-3, 5 and 6 were established by single X-ray diffraction studies. The palladium complex 3 was tested for catalytic P-arylation of diphenylphosphine oxide (Ph2P(O)H) under microwave irradiation. Moderate to good catalytic activity was observed with aryl bromides. This journal is
Synthesis, spectroscopy, and electrochemistry of ionic hosts for organic electronics
Shavaleev, Nail M.,Nazeeruddin, Mohammad K.
, p. 244 - 247 (2015/02/19)
We report on charge- and ion-transport ionic hosts made from an imidazolium-cation-modified aryl-1,2,4-triazole, phosphineoxide-carbazole, and phosphineoxide. The hosts are white solids that have short-wavelength absorption cut-off at 355 nm (high-energy
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
PROCESS FOR PREPARATION OF ARYL PHOSPHOROUS COMPOUNDS
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Paragraph 0072-0073, (2015/08/04)
The present invention relates to cost effective, transition-metal-free one pot process for the preparation of aryl phosphorous compounds of formula (I). Particularly, the present invention provides a process for C—P bond formation. In particular, the invention relates to mild fluoride induced generation of aryne species in situ which allows P—C bond formation to obtain aryl phosphorous compounds of formula (I) under mild condition.
PROCESS FOR PREPARATION OF ARYL PHOSPHOROUS COMPOUNDS
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Page/Page column 21-22, (2014/03/21)
The present invention relates to cost effective, transition-metal-free one pot process for the preparation of aryl phosphorous compounds of formula (I). Particularly, the present invention provides a process for C-P bond formation. In particular, the invention relates to mild fluoride induced generation of aryne species in situ which allows P-C bond formation to obtain aryl phosphorous compounds of formula (I) under mild condition.
