Sep 2021 News Discovery of 1,1-Bis(diphenylphosphino)ferrocene

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A series of platinum(II), palladium(II) and nickel(II) complexes containing thiosalicylate ligands have been prepared by the reaction of [MX2L2] complexes [X = halide or acetate; L or L2 = ancillary neutral donor ligand such as a tertiary phosphine or cycloocta-1,5-diene (cod)] with thiosalicylic acid in methanol with added pyridine. Displacement of the cod ligand from [Pt(SC6H4CO2)(cod)] with phosphines and phosphites allows the synthesis of additional derivatives. The complexes [Pt(SC6H4CO2)(PPh3)2] and [Ni(SC6H4CO2)(dppp)] [dppp = 1,3-bis(diphenylphosphino)propane] have been the subjects of single-crystal X-ray diffraction studies. While both complexes contain the expected approximately square-planar metal co-ordination environments, the plane of the thiosalicylate ligand is inclined at an angle of 45.9 to the platinum co-ordination plane, but at only 9.4 to the nickel plane. The results of an electrospray mass spectrometry study of the thiosalicylate complexes and some related thioglycolate, 2-sulfanylpropionate and salicylate derivatives are discussed in terms of the stabilities of the complexes.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

02/9/2021 News Discovery of 1,1-Bis(diphenylphosphino)ferrocene

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The preparation of heteroleptic Cu complexes from various 2,9-disubstituted-1,10-phenanthrolines (phen) and different bis-phosphine (PP) ligands was investigated. These heteroleptic complexes are found to be stable in CH2Cl2 solutions and no detectable ligand exchange reactions could be detected. The results also show that the CuI-mediated threading of all the bis-phosphine ligands through the macrocycle is effective. The X-ray crystal structure analysis of BF4 proves the threading of the POP moiety through the macrocyclic phenanthroline ligand. The intramolecular face-to-face p p interaction between one phenyl ring of the POP ligand and the phenanthroline moiety induces a significant rocking of the POP ligand. The results also show that formation of the homoleptic bisphenanthroline Cu complex is prevented by the macrocyclic nature of the phenanthroline ligand.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

02/9/2021 News A new application about (9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine)

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An efficient copper-catalyzed cascade alkynylation/cyclization/isomerization reaction of aurone-derived azadienes with terminal alkynes has been developed, giving a series of 1,2-dihydrobenzofuro[3,2-b]pyridines with excellent yields. The obtained 1,2-dihydrobenzofuro[3,2-b]pyridines can be conveniently transformed into the corresponding benzofuro[3,2-b]pyridines under basic conditions. Additionally, benzofuro[3,2-b]pyridines can also be prepared from azadienes and terminal alkynes in a one-pot reaction. The synthetic utility was demonstrated by the synthesis of three bioactive molecules with potent topoisomerase inhibition in high yields. This strategy provides a facile approach to 1,2-dihydrobenzofuro[3,2-b]pyridines and benzofuro[3,2-b]pyridines.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

02/9/2021 News Extended knowledge of 1,1-Bis(diphenylphosphino)ferrocene

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The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.12150-46-8, Name is 1,1-Bis(diphenylphosphino)ferrocene, molecular formula is C34H28FeP2. In a Article,once mentioned of 12150-46-8, Quality Control of: 1,1-Bis(diphenylphosphino)ferrocene

A 1,1? bis(diphenylphosphino ferrocene)dioxide complex of uranyl nitrate was synthesized and characterized by IR, 1H and 31P{1H} NMR spectroscopic and X-ray diffraction methods. The structure of the compound shows that the uranium atom is surrounded by eight oxygen atoms in a hexagonal bi-pyramidal geometry. Two oxygen atoms from 1,1? bis(diphenylphosphino ferrocene)dioxide ligand and four oxygen atoms from the nitrate groups form a planar hexagon. The two uranyl oxygen atoms occupy the axial position. The 1,1? bis(diphenylphosphino ferrocene)dioxide ligand acts as a bidentate chelating ligand with a bite angle of 71.56(8) around the uranium(VI) atom, which is much smaller in value compare to any of the previously reported values (90.1-154.0) for this ligand.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

2-Sep-2021 News Awesome and Easy Science Experiments about (9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine)

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Exchange proteins directly activated by cAMP (EPAC) play a central role in various biological functions, and activation of the EPAC1 protein has shown potential benefits for the treatment of various human diseases. Herein, we report the synthesis and biochemical evaluation of a series of noncyclic nucleotide EPAC1 activators. Several potent EPAC1 binders were identified including 25g, 25q, 25n, 25u, 25e, and 25f, which promote EPAC1 guanine nucleotide exchange factor activity in vitro. These agonists can also activate EPAC1 protein in cells, where they exhibit excellent selectivity toward EPAC over protein kinase A and G protein-coupled receptors. Moreover, 25e, 25f, 25n, and 25u exhibited improved selectivity toward activation of EPAC1 over EPAC2 in cells. Of these, 25u was found to robustly inhibit IL-6-activated signal transducer and activator of transcription 3 (STAT3) and subsequent induction of the pro-inflammatory vascular cell adhesion molecule 1 (VCAM1) cell-adhesion protein. These novel EPAC1 activators may therefore act as useful pharmacological tools for elucidation of EPAC function and promising drug leads for the treatment of relevant human diseases.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Sep 2021 News Final Thoughts on Chemistry for 1,1-Bis(diphenylphosphino)ferrocene

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Interaction of Ru5C(CO)15 with C60 in refluxing chlorobenzene followed by PPh3 or dppe (1,2-bis(diphenylphosphino)ethane) forms Ru5C(CO)11(PPh3)(mu3-eta 2,eta2,eta2-C60) (1) or Ru5C(CO)10-(mu-eta1,eta 1-dppe)(mu3-eta2,eta 2,eta2-C60) (2), isolated in 19% and 14% yields, respectively, after chromatography. An analogous reaction of Ru5C(CO)15 with C60 followed by dppf (1,1?-bis(diphenylphosphino)ferrocene) initially forms both Ru5C(CO)11(eta1-dppf)(mu 3-eta2,eta2,eta2-C 60) (3) and Ru5C(CO)10(mu-eta1,eta 1-dppf)(mu3-eta2,eta 2,eta2-C60) (4), but further thermolysis of 3 in refluxing chlorobenzene converts it to 4. Direct interaction of Ru5C(CO)14(PPh3) (5), Ru5C(CO)13(dppe) (6), and Ru5C(CO)13(dppf) (7) with C60 in refluxing chlorobenzene also provides 1, 2, and 4 in isolated yields of 21%, 27%, and 20%, respectively. Interaction of PtRu5C(CO)16 or PtRu5C-(CO)14(COD) with C60 followed by dppe in refluxing chlorobenzene forms PtRu5C(CO)11(eta2-dppe)(mu 3-eta2,eta2neta2-C 60) (8) (7% and 23% yields, respectively). Substitution of the COD ligand in PtRu5C(CO)14(COD) by dppe at room temperature provides PtRu5C(CO)14(eta2-dppe) (9). Compound 9 does not react with C60 to give 8. All new compounds have been characterized by a combination of analytical and spectroscopic methods, and the molecular structures of compounds 1, 2, 4, 7, 8, and 9 have been determined by single-crystal X-ray diffraction studies.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Sep 2021 News Discovery of 1,1-Bis(diphenylphosphino)ferrocene

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The one pot synthesis reaction of one mole MCl2.nH2O; where [M= Co(II), Ni(II), Mn(II)] with one mole of 1,5-diphenylthiocarbazone (dithizone;H2dz), of 1,1-bis(diphenyl phosphine)ferrocene (dppf) and 1,2-bis(diphenyl phosphine) ethane (dppe) gave colored complexes of; [Co(Hdz)(k2-dppf)] Cl, [Ni(Hdz)(k2-dppf)]Cl, [Ni(Hdz)(k2-dppe)]Cl and [Mn(Hdz)(k2-dppf)]Cl. The synthesized complexes have been identified by using1HNMR, IR, UV-Vis spectroscopy, micro elemental analysis and molar conductance. All complexes were tested for their anticancer activities on Human Breast cancer cell line CAL5. The results showed that [Ni(Hdz)(k2-dppe)]Cl and[Mn(Hdz)(k2-dppf)]Cl have a highest activities than cisplatin in compared to; [Co(Hdz)(k2-dppf)]Cl, [Ni(Hdz)(k2-dppf)]Cl.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

01/9/2021 News Extended knowledge of 1,1-Bis(diphenylphosphino)ferrocene

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The clean, high yield synthesis of the complexes [(eta6-p-cymene)Ru(P-P)Cl]PF6 (P-P=diphosphine ligand) from [(eta6-p-cymene)RuCl2]2 via [(eta6-p-cymene)Ru(NCMe)2Cl]PF6 is reported for a series of ‘normal’ diphosphine ligands. The X-ray crystal structure of the 1,1?-bis(diphenylphosphino)ferrocene complex reveals the expected pianostool geometry, with the ligand cyclopentadienyl rings in the less usual eclipsed conformation.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

01/9/2021 News The important role of (9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine)

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The present invention relates to 9-aminomethyl substituted tetracycline compounds represented by formula (I), or pharmaceutically acceptable salt, prodrug, solvate or isomer thereof, as well as a method for preparing these compounds and a pharmaceutical composition comprising the same. The present invention relates also to a use of these compounds in the preparation of a medicament for the treatment and/or prophylaxis of tetracycline drug-sensitive disease. wherein, R2a, R2b, R3, R4a, R4b, R5, R6a, R6b, R7, R8, R9a, R9b, R10, R11, R12, R13a and R13b are each independently as defined in the description.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

1-Sep-2021 News Can You Really Do Chemisty Experiments About (Oxybis(2,1-phenylene))bis(diphenylphosphine)

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A comprehensive study of the reactions of chelating phosphines with Ni(cod)2 to form (phosphine)Ni(cod), (phosphine)2Ni, or mixtures thereof is presented. A series of (phosphine)Ni(cod) complexes were isolated and characterized. The structural differences between the (phosphine)Ni(cod) and (phosphine)2Ni complexes were examined using X-ray crystallography and 1H and 31P NMR spectroscopy. In addition, the effects of ring size, rigidity, and bulk of the phosphine backbone on the formation of either (phosphine)Ni(cod) or (phosphine)2Ni were investigated. These studies show that the Ni-P bond lengths in both the (phosphine)Ni(cod) and (phosphine)2Ni complexes and the size of the ring formed by the chelating phosphine and Ni are crucial in determining whether or not (phosphine)Ni(cod) complexes can be isolated. Other factors such as pi-stacking interactions were found to have marginal influence.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate