Chiral nitrogen ligands

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 111-24-0, is researched, Molecular C5H10Br2, about Preparation and study of spirocyclic cationic side chain functionalized polybiphenyl piperidine anion exchange membrane, the main research direction is polybiphenyl piperidine anion exchange membrane.Category: chiral-nitrogen-ligands.

Research on the ion conductivity and mech. stability of anion exchange membranes (AEMs) has achieved great progress, it is more urgent to prepare AEMs with high alkali stability. Azaspirocyclic cations are among the most alkali-stable cations. In this study, a synthesized long-chain 3-(3-(1-(8-bromooctyl) piperidin-4-yl) propyl)-6-azaspiro[5.5] undecan-6-ium bromide(BOP-ASU) cation was introduced into a portion of a piperidine ring on a PBP backbone to prepare PBP-BOP-ASU, and AEMs based on PBP-ASU and PBP-BOP-ASU were prepared The structure of each product was characterized (1H NMR, MS), and the prepared anion exchange membrane was also characterized using micromorphol. (SEM, TEM, AFM) and performance tests (TGA, WU, SR, ion conductivity, alkali stability). The PBP-BOP-ASU (8% membrane) showed the highest ion conductivity (117.43 mS/cm) at 80 °C. In addition, it showed excellent alkali stability in a test environment of 2 M NaOH solution at 80 °C for 1400 h. Moreover, the introduction of side chain spiro cations could improve the microscopic phase separation structure of the AEMs, and it also increased their ionic conductivity, thus ensuring the potential for their application in anion exchange membrane fuel cells.

The article 《Preparation and study of spirocyclic cationic side chain functionalized polybiphenyl piperidine anion exchange membrane》 also mentions many details about this compound(111-24-0)Category: chiral-nitrogen-ligands, you can pay attention to it, because details determine success or failure

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Category: chiral-nitrogen-ligands. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 1,5-Dibromopentane, is researched, Molecular C5H10Br2, CAS is 111-24-0, about Synthesis of alkyl/aryl linked binuclear silver(I)-N-Heterocyclic carbene complexes and evaluation of their antimicrobial, hemolytic and thrombolytic potential. Author is Habib, Aqsa; Iqbal, Muhammad Adnan; Bhatti, Haq Nawaz; Kamal, Amna; Kamal, Shagufta.

A new series of N-Heterocyclic carbene based ligands and their silver(I) complexes was obtained and tested in vitro on three bacterial strains (Bacillus subtillis, Bacillus cereus and Macrococcus brunensis) to assess their antibacterial potential. Hemolytic and thrombolytic activities of ligands and complexes on normal mouse erythrocytes were also assessed. In vitro antibacterial study of ligands and complexes revealed that the complexes are relatively more antibiotically active than the ligands. Zones of inhibition and MIC values revealed that B. subtillis is more sensitive to complexes than B. cereus and M. brunensis while reverse is the case for NHC salts. Hemolytic and thrombolytic assays revealed that the compounds are safe to mouse blood for pre-clin. trials.

The article 《Synthesis of alkyl/aryl linked binuclear silver(I)-N-Heterocyclic carbene complexes and evaluation of their antimicrobial, hemolytic and thrombolytic potential》 also mentions many details about this compound(111-24-0)Category: chiral-nitrogen-ligands, you can pay attention to it, because details determine success or failure

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Synthetic Route of C30H21P. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: Tri(naphthalen-1-yl)phosphine, is researched, Molecular C30H21P, CAS is 3411-48-1, about A simple and practical protocol for the palladium-catalyzed cross-coupling of boronic acids with methyl iodide.

A combination of palladium acetate and tri-1-naphthylphosphine was a highly efficient catalyst system for the cross-coupling of arylboronic acids with Me iodide at room temperature The new process allows for a convenient introduction of Me groups into various functionalized arenes under mild conditions. Thus, tri-1-naphthylphosphine/palladium acetate catalyzed cross-coupling of p-nitrophenylboronic acid with Me iodide in the presence of K3PO4 in H2O/THF gave 89% 4-nitrotoluene.

The article 《A simple and practical protocol for the palladium-catalyzed cross-coupling of boronic acids with methyl iodide》 also mentions many details about this compound(3411-48-1)Synthetic Route of C30H21P, you can pay attention to it, because details determine success or failure

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Category: chiral-nitrogen-ligands. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2-Chloro-5-pyridinesulfonyl chloride, is researched, Molecular C5H3Cl2NO2S, CAS is 6684-39-5, about Antidiabetic effects of glucokinase regulatory protein small-molecule disruptors. Author is Lloyd, David J.; St. Jean, David J. Jr.; Kurzeja, Robert J. M.; Wahl, Robert C.; Michelsen, Klaus; Cupples, Rod; Chen, Michelle; Wu, John; Sivits, Glenn; Helmering, Joan; Komorowski, Renee; Ashton, Kate S.; Pennington, Lewis D.; Fotsch, Christopher; Vazir, Mukta; Chen, Kui; Chmait, Samer; Zhang, Jiandong; Liu, Longbin; Norman, Mark H.; Andrews, Kristin L.; Bartberger, Michael D.; Van, Gwyneth; Galbreath, Elizabeth J.; Vonderfecht, Steven L.; Wang, Minghan; Jordan, Steven R.; Veniant, Murielle M.; Hale, Clarence.

Glucose homeostasis is a vital and complex process, and its disruption can cause hyperglycemia and type II diabetes mellitus. Glucokinase (GK), a key enzyme that regulates glucose homeostasis, converts glucose to glucose-6-phosphate in pancreatic β-cells, liver hepatocytes, specific hypothalamic neurons, and gut enterocytes. In hepatocytes, GK regulates glucose uptake and glycogen synthesis, suppresses glucose production, and is subject to the endogenous inhibitor GK regulatory protein (GKRP). During fasting, GKRP binds, inactivates and sequesters GK in the nucleus, which removes GK from the gluconeogenic process and prevents a futile cycle of glucose phosphorylation. Compounds that directly hyperactivate GK (GK activators) lower blood glucose levels and are being evaluated clin. as potential therapeutics for the treatment of type II diabetes mellitus. However, initial reports indicate that an increased risk of hypoglycemia is associated with some GK activators. To mitigate the risk of hypoglycemia, the authors sought to increase GK activity by blocking GKRP. Here the authors describe the identification of two potent small-mol. GK-GKRP disruptors (AMG-1694 and AMG-3969) that normalized blood glucose levels in several rodent models of diabetes. These compounds potently reversed the inhibitory effect of GKRP on GK activity and promoted GK translocation both in vitro (isolated hepatocytes) and in vivo (liver). A co-crystal structure of full-length human GKRP in complex with AMG-1694 revealed a previously unknown binding pocket in GKRP distinct from that of the phosphofructose-binding site. Furthermore, with AMG-1694 and AMG-3969 (but not GK activators), blood glucose lowering was restricted to diabetic and not normoglycemic animals. These findings exploit a new cellular mechanism for lowering blood glucose levels with reduced potential for hypoglycemic risk in patients with type II diabetes mellitus.

The article 《Antidiabetic effects of glucokinase regulatory protein small-molecule disruptors》 also mentions many details about this compound(6684-39-5)Category: chiral-nitrogen-ligands, you can pay attention to it, because details determine success or failure

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Safety of 1,2-Bis(diphenylphosphino)ethane. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1,2-Bis(diphenylphosphino)ethane, is researched, Molecular C26H24P2, CAS is 1663-45-2, about Palladium(II)-salicylanilide complexes as antibacterial agents: Synthesis, spectroscopic, structural characterization, DFT calculations, biological and in silico studies. Author is Al-Janabi, Ahmed S. M.; Yousef, Tarek A.; Al-Doori, Mohammed E. A.; Bedier, R. A.; Ahmed, Basil M..

Palladium(II)-Salicylanilide complexes of the type [Pd(κ2-Saln)2] (1), [Pd(κ2-Saln)2(diphos)] (2-6) (diphos = dppe, dppp, dppb, dppf, and dppmS2) and [Pd(κ2-Saln)2(μ-dppm)] (7) were synthesized and characterized. The salicylanidate ligand (Saln-) was bonded as bidentate chelating through the O atoms of hydroxyl and carbonyl groups in complex (1), whereas coordinated as monodentate through the O atom of hydroxyl group in complexes (2-7), and the all diphosphine ligands except dppm bonded as bidentate chelating to afford a square planner geometry around the Pd(II) ion. The dppm ligand was coordinated as bidentate bridging to afford binuclear complex. The prepared complexes displayed respectable activity against the pathogen bacteria species. 5 Showed the highest inhibition value against all types of bacteria, compared to the other complexes and the free ligand. However, the complex [Pd(Saln)2], showed the lowest inhibition against all types of bacteria. And the inhibition sequence of complexes is as following: (5) > (4) > (2) > (3) > HSaln > (1). Calculations of d. function theory (DFT) were performed at the B3LYP/6-311G(d,p) level involved in the Gaussian 09 program to inspect the optimized structures of the chelating agent and its complexes. Docking study of the ligand was performed against the proteins of bacterial strains Pseudomonas aeruginosa (ID: 3P3E), Escherichia coli (ID: 1C14), Staphylococcus aureus (ID: 3BL6), and Salmonella typhimurium (ID: 3V7F) by Auto-Dock tools to portend the best binding mode.

The article 《Palladium(II)-salicylanilide complexes as antibacterial agents: Synthesis, spectroscopic, structural characterization, DFT calculations, biological and in silico studies》 also mentions many details about this compound(1663-45-2)Safety of 1,2-Bis(diphenylphosphino)ethane, you can pay attention to it, because details determine success or failure

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Hansen, Line Sofie; Jakobsen, Vibe Boel; McKee, Vickie; McKenzie, Christine J. published an article about the compound: 1,2-Bis(diphenylphosphino)ethane( cas:1663-45-2,SMILESS:P(CCP(C1=CC=CC=C1)C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4 ).Name: 1,2-Bis(diphenylphosphino)ethane. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:1663-45-2) through the article.

The polymeric complex trans-[Ni(acac)2(μ2-dppe)]n·2MeCN {1a, dppe = 1,2-ethylenebis(diphenylphosphine)} is sometimes transiently deposited from the reaction of [Ni(acac)2] with dppe in MeCN prior to its facile onwards air oxidation to final crystallization of a doubly-oxygenated relative, cis-[Ni(acac)2(μ2-dppeO2)]n {2, dppeO2 = 1,2-ethylenebis(diphenylphosphineoxide)}. A similar unsolvated phase of the initial polymer, trans-[Ni(acac)2(μ2-dppe)]n (1b), can be isolated from toluene. The oxidation of dppe by O2 is catalytic and dppeO2 was isolated in close to stoichiometric yields from solutions containing 5% Ni(acac)2 relative to dppe. The reaction rate slows after a few turnovers due to inhibition by the product. The relative yields of dppeO2 are higher than those from catalytic air oxidation of methyldiphenylphosphine and triphenylphosphine and we speculate that a pathway for this reaction involves a dimetallic cooperativity enabled specifically by dppe.

The article 《Acetylacetonate and Acetate Complexes of Nickel(II) Catalyse the Air Oxidation of Phosphines》 also mentions many details about this compound(1663-45-2)Name: 1,2-Bis(diphenylphosphino)ethane, you can pay attention to it, because details determine success or failure

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-(4-Pyridyl)-1H-tetrazole( cas:14389-12-9 ) is researched.Safety of 5-(4-Pyridyl)-1H-tetrazole.Pellizzeri, Steven; Delaney, Sean P.; Korter, Timothy M.; Zubieta, Jon published the article 《Using Terahertz Spectroscopy and Solid-State Density Functional Theory to Characterize a New Polymorph of 5-(4-pyridyl)tetrazole》 about this compound( cas:14389-12-9 ) in Journal of Physical Chemistry A. Keywords: terahertz spectroscopy solid DFT crystallog characterize polymorph pyridyltetrazole. Let’s learn more about this compound (cas:14389-12-9).

A new high-temperature polymorph of 5-(4-pyridyl)tetrazole was discovered and characterized using x-ray crystallog. and terahertz (THz) spectroscopy. The THz spectrum of the new polymorph was compared to the previously published form and was replicated by solid-state d. functional theory. Terahertz spectroscopy was used to determine the influence of the different packing motifs on the mol. and low energy lattice vibrations displayed at 10-100 cm-1. There is only a ∼ 2 cm-1 difference in the primary peak location, caused by a whole mol. rotation along the principal a axis, between the two polymorphic forms. The energy of formation was determined, and the previously known polymorphic form is more stable by ∼0.25 kJ/mol, compared to the newly discovered form.

Different reactions of this compound(5-(4-Pyridyl)-1H-tetrazole)Safety of 5-(4-Pyridyl)-1H-tetrazole require different conditions, so the reaction conditions are very important.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 20198-19-0, is researched, SMILESS is O=C1NC(N)=NC2=C1C=CC=C2, Molecular C8H7N3OJournal, Article, Bioorganic & Medicinal Chemistry Letters called Discovery of selective 2,4-diaminoquinazoline toll-like receptor 7 (TLR 7) agonists, Author is Pieters, Serge; McGowan, David; Herschke, Florence; Pauwels, Frederik; Stoops, Bart; Last, Stefaan; Embrechts, Werner; Scholliers, Annick; Mostmans, Wendy; Van Dijck, Kris; Van Schoubroeck, Bertrand; Thone, Tine; De Pooter, Dorien; Fanning, Gregory; Rosauro, Mari Luz; Khamlichi, Mourad Daoubi; Houpis, Ioannis; Arnoult, Eric; Jonckers, Tim H. M.; Raboisson, Pierre, the main research direction is diaminoquinazoline preparation toll like receptor 7 agonistic activity; HBV; Quinazoline; TLR7.Reference of 2-Aminoquinazolin-4(3H)-one.

The discovery of a novel series of highly potent quinazoline TLR 7/8 agonists is described. The synthesis and structure-activity relationship is presented. Structural requirements and optimization of this series toward TLR 7 selectivity afforded the potent agonist I. Pharmacokinetic and pharmacodynamic studies highlighted I as an orally available endogenous interferon (IFN-α) inducer in mice.

Different reactions of this compound(2-Aminoquinazolin-4(3H)-one)Reference of 2-Aminoquinazolin-4(3H)-one require different conditions, so the reaction conditions are very important.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1,2-Bis(diphenylphosphino)ethane, is researched, Molecular C26H24P2, CAS is 1663-45-2, about Regioselective ortho-Palladation of [2.2]Paracyclophane Scaffolds: Accessing Planar and Central Chiral N,C-Palladacycles, the main research direction is crystal structure mol chiral palladacycle palladium paracyclophane complex preparation; regioselective ortho palladation paracyclophane chiral metalation.COA of Formula: C26H24P2.

In this report, we describe a series of cyclophanyl-derived mono- and binuclear N,C-palladacycles by regioselective ortho-palladation of amine-functionalized [2.2]paracyclophanes. Employing Pd(OAc)2 followed by LiCl and with the subsequent modular treatment of Ph3P, Cy3P, and (Ph2PCH2)2, this strategy allows to prepare stable cyclophanyl-derived planar and central chiral N,C-palladacycles in a highly selective manner. The regioselective ortho-palladation mono- and bimetallic product formation was analyzed by detailed spectroscopic techniques, mass spectrometry and unambiguously confirmed by single-crystal X-ray anal.

Different reactions of this compound(1,2-Bis(diphenylphosphino)ethane)COA of Formula: C26H24P2 require different conditions, so the reaction conditions are very important.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Tri(naphthalen-1-yl)phosphine, is researched, Molecular C30H21P, CAS is 3411-48-1, about The palladium-catalyzed addition of aryl- and heteroarylboronic acids to aldehydes, the main research direction is aryl substituted alc preparation; arylboronic acid aldehyde addition palladium phosphine; palladium phosphine addition reaction catalyst.SDS of cas: 3411-48-1.

Reaction of aryl- or heteroarylboronic acids with aldehydes, in the presence of PdCl2 and P(1-Nap)3, afforded carbinol derivatives in good to excellent yields. The efficiency of this reaction was demonstrated by the compatibility with nitro, cyano, acetamido, acetoxy, acetyl, carboxyl, trifluoromethyl, fluoro, and chloro groups and the possibility of involving aliphatic aldehyde or hindered substrates. Moreover, the rigorous exclusion of air/moisture is not required in these transformations.

Different reactions of this compound(Tri(naphthalen-1-yl)phosphine)SDS of cas: 3411-48-1 require different conditions, so the reaction conditions are very important.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis