76734-29-7Relevant academic research and scientific papers
Intracellular disulfide reduction by phosphine-borane complexes: Mechanism of action for neuroprotection
Niemuth, Nicholas J.,Thompson, Alex F.,Crowe, Megan E.,Lieven, Christopher J.,Levin, Leonard A.
, p. 24 - 32 (2016)
Phosphine-borane complexes are novel cell-permeable drugs that protect neurons from axonal injury in vitro and in vivo. These drugs activate the extracellular signal-regulated kinases 1/2 (ERK1/2) cell survival pathway and are therefore neuroprotective, b
Rhodium Complexes in P-C Bond Formation: Key Role of a Hydrido Ligand
Varela-Izquierdo, Víctor,Geer, Ana M.,Navarro, Janeth,López, José A.,Ciriano, Miguel A.,Tejel, Cristina
supporting information, p. 349 - 358 (2021/01/13)
Olefin hydrophosphanation is an attractive route for the atom-economical synthesis of functionalized phosphanes. This reaction involves the formation of P-C and H-C bonds. Thus, complexes that contain both hydrido and phosphanido functionalities are of gr
Hydrophosphination of Activated Alkenes by a Cobalt(I) Pincer Complex
Nolla-Saltiel, Roberto,Geer, Ana M.,Taylor, Laurence J.,Churchill, Olivia,Davies, E. Stephen,Lewis, William,Blake, Alexander J.,Kays, Deborah L.
supporting information, p. 3148 - 3157 (2020/06/08)
Herein we report the synthesis of three heteroleptic first-row transition metal(II) complexes containing carbazolido NNN pincer ligands and conversion to the corresponding metal(I)-carbonyl complexes via a reductive carbonylation route. These complexes are precatalysts for the hydrophosphination of activated alkenes, affording a cobalt-catalysed hydrophosphination process that solely and selectively yields the β addition (anti-Markovnikov) product. The scope of this transformation has been investigated using a variety of activated alkenes. Isolation and characterisation of substrate-coordinated intermediates reveal available coordination sites, which provide insight into the proposed catalytic cycle. (Figure presented.).
A bench-stable copper photocatalyst for the rapid hydrophosphination of activated and unactivated alkenes
Dannenberg, Steven G.,Waterman, Rory
supporting information, p. 14219 - 14222 (2020/11/24)
Cu(acac)2 (1) is a highly active catalyst for the hydrophosphination of alkenes. Photocatalytic conditions are critical, and provide high conversions with unactivated substrates that have never before been reported with an air-stable catalyst or at ambient temperature. The commercial availability, ease of use, and broad substrate scope of compound 1 make hydrophosphination more available to synthetic chemists.
Catalyst-free hydrophosphination of alkenes in presence of 2-methyltetrahydrofuran: A green and easy access to a wide range of tertiary phosphines
Bissessar, Damien,Egly, Julien,Achard, Thierry,Steffanut, Pascal,Bellemin-Laponnaz, Stéphane
, p. 27250 - 27256 (2019/09/12)
A hydrophosphination reaction that is free of base, acid and catalyst, using only 2-methyltetrahydrofuran as additive has been performed. A new family of mono-, di-, tri- and tetra-phosphines compounds are obtained in good to excellent yields by adding di
Photocatalytic Hydrophosphination of Alkenes and Alkynes Using Diphenylphosphine and Triamidoamine-Supported Zirconium
Novas, Bryan T.,Bange, Christine A.,Waterman, Rory
supporting information, p. 1640 - 1643 (2019/01/04)
Reactions of alkene or alkyne with diphenylphosphine and catalytic [κ5-N,N,N,N,C-(Me3SiNCH2CH2)2NCH2CH2NSiMe2CH2]Zr (1) are greatly enhanced under photolysis, providing viable catalytic hydrophosphination with a broad substrate scope. Whereas diphenylphosphine had been an inaccessible substrate under thermal conditions, complete conversion of alkene substrates to tertiary phosphine is achieved in as little as four hours at ambient temperature with 1 under ultraviolet irradiation. Previously inactive alkenes are now hydrophosphination substrates with diphenylphosphine to produce tertiary phosphine ligands possessing tunable steric and electronic properties.
Neutral and Cationic Zirconium Complexes Bearing Multidentate Aminophenolato Ligands for Hydrophosphination Reactions of Alkenes and Heterocumulenes
Zhang, Yu,Qu, Liye,Wang, Yaorong,Yuan, Dan,Yao, Yingming,Shen, Qi
, p. 139 - 149 (2018/01/11)
Zirconium complexes supported by multidentate aminophenolato ligands were synthesized and characterized. The catalytic activities of neutral zirconium complexes and their cationic derivatives in the hydrophosphination of alkenes as well as heterocumulenes have been investigated and compared. Neutral complex 1 bearing a multidentate amino mono(phenolato) ligand exhibited high activity in hydrophosphination of simple alkenes, and anti-Markovnikov products were obtained in 37-94% yields at room temperature. Cationic species generated in situ from complex 3 stabilized by a bis(phenolato) ligand were found to be more active for hydrophosphination of heterocumulenes, i.e., carbodiimides and isocyanates, and gave phosphaguanidines and phosphaureas in 67-93% yields. The Lewis acidity and coordination space of metal centers are modified through changes in the ligand structure, which is found to significantly influence catalytic activity. These complexes are among the most active group 4 metal-based catalysts for hydrophosphination reactions.
Rosuvastatin intermediate compound and preparation method and application thereof
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Paragraph 0027, (2017/08/29)
The invention relates to an intermediate compound for preparation of rosuvastatin calcium. A structure of the intermediate compound is shown as a formula (I), and the intermediate compound is stable and high in nucleophilicity and reaction activity. In addition, the invention further relates to a preparation process suitable for industrial production of rosuvastatin calcium. Due to adoption of the intermediate compound, a rosuvastatin calcium preparation method is mild in reaction condition, free of ultralow-temperature equipment, simple in aftertreatment and easy in operation, and intermediate product olefin which is an intermediate compound shown as a formula (III) is high in stereoselectivity and yield, high in product quality and high in economic benefit.
Iron catalysis for the synthesis of ligands: Exploring the products of hydrophosphination as ligands in cross-coupling
Espinal-Viguri, Maialen,Mahon, Mary F.,Tyler, Simon N.G.,Webster, Ruth L.
, p. 64 - 69 (2016/12/09)
Catalytic hydrophosphination is a useful technique for the synthesis of phosphines, however, the phosphine products have been little exploited as ligands in catalysis. We have selected three phosphines prepared by iron catalyzed hydrophosphination and used them as ligands in a series of cross-coupling reactions: Heck, Suzuki-Miyaura and Buchwald-Hartwig. Rather than limit the chemistry to simple cross-coupling partners which are almost guaranteed to perform well in these transformations, industrially relevant substrates which are challenging from and electronic and/or steric perspective, along with substrates which contain several heteroatoms, were explored in order to gauge the true potential of these phosphine ligands.
Visible Light Photocatalysis Using a Commercially Available Iron Compound
Pagano, Justin K.,Bange, Christine A.,Farmiloe, Sarah E.,Waterman, Rory
supporting information, p. 3891 - 3895 (2017/10/30)
[CpFe(CO)2]2 (1) (Cp = η5-C5H5) is an effective precatalyst for the hydrophosphination of alkenes with Ph2PH under visible light irradiation, which appears to be a unique way to promote metal-catalyzed hydrophosphination. Additionally, 1 is a photocatalyst for the dehydrogenation of amine boranes and formation of siloxanes from tertiary silanes. These reactions have similar, if not improved, reactivity over the same transformations using 1 or related CpFeMe(CO)2 under UV irradiation, consistent with the notion that hydrophosphination with 1 proceeds via formation of CpFe(CO)2?. These results demonstrate that catalyst selection can avail the use of commercially available LED bulbs as photon sources, potentially replacing mercury arc lamps or other energy intensive processes in known or new catalytic reactions.
