918323-08-7Relevant academic research and scientific papers
A Stable Crystalline Triarylphosphine Oxide Radical Anion
Schaub, Tobias A.,Zolnhofer, Eva M.,Halter, Dominik P.,Shubina, Tatyana E.,Hampel, Frank,Meyer, Karsten,Kivala, Milan
, p. 13597 - 13601 (2016)
Triarylphosphine oxides (Ar3P=O) are being intensely studied as electron-accepting (n-type) materials. Despite the widespread application of these compounds as electron conductors, experimental data regarding the structural and electronic properties of their negatively charged states remain scarce owing to their propensity for follow-up chemistry. Herein, a carefully designed triarylphosphine oxide scaffold is disclosed that comprises sterically demanding spirofluorenyl moieties to shield the central phosphoryl (P=O) moiety. This compound undergoes chemical one-electron reduction to afford an exceptionally stable radical anion, which was isolated and characterized by X-ray crystallography for the very first time. The experimental data, corroborated by computational studies, shall allow for the construction of phosphine oxide materials with enhanced stability.
Pushing the Lewis Acidity Boundaries of Boron Compounds With Non-Planar Triarylboranes Derived from Triptycenes
Ben Saida, Ali,Chardon, Aurélien,Osi, Arnaud,Tumanov, Nikolay,Wouters, Johan,Adjieufack, Abel I.,Champagne, Beno?t,Berionni, Guillaume
supporting information, p. 16889 - 16893 (2019/11/13)
Bending the planar trigonal boron center of triphenylborane by connecting its aryl rings with carbon or phosphorus linkers gave access to a series of 9-boratriptycene derivatives with unprecedented structures and reactivities. NMR spectroscopy and X-ray d
Thermally activated delayed fluorescence host material, preparation method and applications thereof
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Paragraph 0086-0087; 0089-0090, (2018/07/30)
The present invention provides a thermally activated delayed fluorescence host material, a preparation method and applications thereof, wherein a thermally activated delayed fluorescence material based on 9,10-dihydro-9,10-o-benzo-9,10-diphospha anthracene-9,10-dioxide is used as a precursor and is modified with different amounts of fluorine atoms so as to prepare the thermally activated delayed fluorescence host material. According to the present invention, the thermally activated delayed fluorescence electroluminescent device prepared by using the thermally activated delayed fluorescence host material as the electroluminescent material has the turn-on voltage of less than 3.0 V, the maximum external quantum efficiency of higher than 12%, the maximum current efficiency of greater than 25cd.A-1>, and the maximum power efficiency of greater than 20 lm.W.
Synthesis, Properties, and Catalytic Application of a Triptycene-Type Borate-Phosphine Ligand
Konishi, Shota,Iwai, Tomohiro,Sawamura, Masaya
, p. 1876 - 1883 (2018/07/05)
A borate-containing caged triarylphosphine L-X (X = Na or NBu4), featuring a 9-phospha-10-boratriptycene framework, was synthesized and characterized by NMR spectroscopy and X-ray diffraction analysis. The NMR coupling constant of the corresponding phosphine selenide indicated a higher electron-donating property of the borate-phosphine L compared to that of the 9-phospha-10-silatriptycene derivative (Ph-TRIP). The coordination property of L-X to [PdCl(η3-allyl)]2 was dependent on the countercation, giving a neutral Pd complex [PdCl(η3-allyl)(L-NBu4)] from L-NBu4 in CH2Cl2 or a zwitterionic Pd complex [Pd(η3-allyl)(MeCN)(L)] from L-Na in MeCN/CH2Cl2. Utility of L-X as a ligand for metal catalysis was demonstrated in the Pd-catalyzed Suzuki-Miyaura cross-coupling of aryl chlorides.
Silica-Supported Triptycene-Type Phosphine. Synthesis, Characterization, and Application to Pd-Catalyzed Suzuki-Miyaura Cross-Coupling of Chloroarenes
Iwai, Tomohiro,Konishi, Shota,Miyazaki, Tatsuya,Kawamorita, Soichiro,Yokokawa, Natsumi,Ohmiya, Hirohisa,Sawamura, Masaya
, p. 7254 - 7264 (2015/12/11)
A silica-supported triptycene-type phosphine, Silica-TRIP, comprising a 9-phospha-10-silatriptycene (TRIP) and silica gel as a P-coordination center and a solid support, respectively, was synthesized and structurally characterized by nitrogen absorption measurements and solid-state CP/MAS NMR spectroscopy. Silica-TRIP exhibited a mono-P-ligating feature toward a Pd(II) complex, resulting in selective formation of a 1/1 Pd-P species even with an excess amount of the ligand. As a result, Silica-TRIP enabled Pd-catalyzed Suzuki-Miyaura cross-coupling reactions of chloroarenes under mild conditions, regardless of the moderate electron-donating nature of the triarylphosphine-based ligand.
Rh-catalyzed ortho -selective C-H borylation of N-functionalized arenes with silica-supported bridgehead monophosphine ligands
Kawamorita, Soichiro,Miyazaki, Tatsuya,Ohmiya, Hirohisa,Iwai, Tomohiro,Sawamura, Masaya
supporting information; experimental part, p. 19310 - 19313 (2012/01/15)
Supported phosphine-Rh systems, prepared in situ from silica-supported bridgehead monophosphines and [Rh(OH)(cod)]2, have enabled ortho-selective C-H borylation for a range of arenes containing nitrogen-based directing groups. The regioselectivity was excellent with various N-directing groups, including saturated and unsaturated N-heterocycles, tert-aminoalkyl groups, and imine-type C-N double bonds. The reaction showed significant tolerance toward steric repulsion around the reacting C-H bond. This Rh catalysis complements the Ir-catalyzed ortho-borylation, which is effective for arenes with oxygen-based directing groups.
