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: 14389-12-9, is researched, Molecular C6H5N5, about Syntheses Study of Keggin POM Supporting MOFs System, the main research direction is preparation silver pyridyltetrazolate molybdate tungstate Keggin MOF; crystal structure silver pyridyltetrazolate molybdate tungstate Keggin MOF; luminescence silver pyridyltetrazolate molybdate tungstate Keggin MOF.Reference of 5-(4-Pyridyl)-1H-tetrazole.

To study the influence of reactive conditions on the structures of Keggin POM supporting metal-organic frameworks (MOFs), five new compounds, [Ag6(2-pytz)4(H2O)2][HPMo12O40] (1), {[Ag14(2-pytz)12(H2O)4][H2PMo12O40]2}·3H2O (2), {[Ag6(2-pytz)4(H2O)4][H2SiW12O40]}·6H2O (3), {[Ag3(3-pytz)2]2·[AgPMo12O40]}·2H2O (4), [Ag6(4-pytz)4][HPMo12O40] (5) [pytz = 5-(pyridyl)tetrazolate], were hydrothermally synthesized by tuning the reactive species and pH values and characterized by routine method and single-crystal x-ray crystallog. Although compounds 1-5 all show the POM supporting 3-dimensional MOFs skeleton, MOFs exhibit diverse structures and POMs play different supporting functions, more specifically, pseudo POM chains supporting MOFs in 1 and 2, isolated POM spheres supporting MOFs in 3, true POM chains supporting MOFs in 4, and pseudo POM layers supporting MOFs in 5. The roles of the pH value, pytz derivatives, and the Keggin homologs in the formation of the POM supporting MOFs are discussed. The photoluminescence properties of compounds 1-3 were studied in the solid state at room temperature

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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

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 1,5-Dibromopentane, is researched, Molecular C5H10Br2, CAS is 111-24-0, about Ether- and Thioether-Linked Naphthalene-Based Liquid-Crystal Dimers: Influence of Chalcogen Linkage and Mesogenic-Arm Symmetry on the Incidence and Stability of the Twist-Bend Nematic Phase.Category: chiral-nitrogen-ligands.

The twist-bend nematic (NTB) phase with a heliconical nanostructure of the local director generating symmetry breaking by achiral bent-shaped mols. is a hot topic of current liquid-crystal science. As opposed to the most common methylene-linked dimers, this study demonstrates chalcogen ether- and/or thioether-linked 6-(4-cyanophenyl)-2-naphthyl-based liquid-crystal dimers with sym. and asym. π-conjugated mesogenic-arm structures that exhibit the NTB phase. Although the sym. bis(ether)-linked dimer exhibits only the conventional nematic (N) phase, the asym. bis(ether)-linked dimer can form the NTB phase. All thioether-linked dimers form the NTB phase, wherein the dimers with asym. arms vitrify in the NTB phase on cooling to room temperature The phase transitions are discussed in terms of the chalcogen linkage combination, mesogenic-arm symmetry, and spacer length. It is revealed that thioether-linked dimers based on asym. π-conjugated mesogenic arms with terminal cyano groups are highly beneficial for the realization of materials that form a wide range of NTB phases and glassy NTB states at room temperature

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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

Townrow, Oliver P. E.; Chung, Cheuk; Macgregor, Stuart A.; Weller, Andrew S.; Goicoechea, Jose M. 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 ).Related Products of 1663-45-2. 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.

We report on the synthesis of an alkane-soluble Zintl cluster, [η4-Ge9(Hyp)3]Rh(COD) (I), that can catalytically hydrogenate cyclic alkenes such as 1,5-cyclooctadiene and cis-cyclooctene. This is the first example of a well-defined Zintl-cluster-based homogeneous catalyst.

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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

Computed Properties of C6H5N5. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5-(4-Pyridyl)-1H-tetrazole, is researched, Molecular C6H5N5, CAS is 14389-12-9, about A Rare 3D Porous Inorganic-Organic Hybrid Polyoxometalate Framework Based on a Cubic Polyoxoniobate-Cupric-Complex Cage with a High Water Vapor Adsorption Capacity. Author is Zhu, Zeng-Kui; Lin, Ya-Yun; Lin, Li-Dan; Li, Xin-Xiong; Sun, Yan-Qiong; Zheng, Shou-Tian.

A rare 3D porous inorganic-organic polyoxoniobate framework based on the cubic polyoxoniobate-cupric-complex cage {[Cu(en)2]@{[Cu2(en)2(trz)2]6(Nb68O188)}} (1a), was successfully synthesized by a hydrothermal method. The cubic cages 1a are connected with 4-(tetrazol-5-yl)pyridine to form a 1D pillar-like chain structure, and every 1D pillar-like chain is further linked with four adjacent pillar-like chains by the [Cu(en)2]2+ complex to form a 3D porous inorganic-organic polyoxoniobate framework with 4-connected CdSO4-type topol. To our knowledge, it is the first time that three different types of organic ligands are simultaneously introduced into one polyoxoniobate. This material also exhibits a high vapor adsorption capacity and good ionic conductivity properties. A novel 3D porous inorganic-organic hybrid polyoxometalate framework, H20Cu(en)[Cu(en)2]11{[1a][4-Tzp]}2·22en·130H2O (1; en = ethylenediamine; Htrz = 1,2,4-triazole; 4-Tzp = 4-(tetrazol-5-yl)pyridine, 1a = {[Cu(en)2]@{[Cu2(en)2(trz)2]6(Nb68O188)}}22-), based on the cubic polyoxoniobate-cupric-complex cage 1a was successfully synthesized. The cubic cages 1a are connected by 4-Tzp and a [Cu(en)2]2+ complex to form a 3D framework with 4-connected CdSO4-type topol. Compound 1 contains three different ligands and exhibits a high vapor adsorption capacity and a good ionic conductivity

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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

Computed Properties of C5H3Cl2NO2S. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 2-Chloro-5-pyridinesulfonyl chloride, is researched, Molecular C5H3Cl2NO2S, CAS is 6684-39-5, about Regioselective Synthesis of Sulfonyl-Containing Benzyl Dithiocarbamates through Copper-Catalyzed Thiosulfonylation of Styrenes. Author is Lai, Miao; Wu, Zhiyong; Li, Shi-Jun; Wei, Donghui; Zhao, Mingqin.

An efficient approach for the preparation of sulfonyl-containing benzyl dithiocarbamates has been developed using tetraalkylthiuram disulfides as the thiolating agents and sulfonyl chlorides as the sulfonyl sources in the presence of the copper catalyst. The dithiocarbamate group together with the sulfonyl group was simultaneously introduced into styrene in chemo- and regioselective manners. This protocol provides a convenient procedure, with good yields and functional group tolerance to various important sulfonyl-containing benzyl dithiocarbamates.

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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: 2-(1-Piperazinylcarbonyl)-1,4-benzodioxane Hydrochloride( cas:70918-74-0 ) is researched.Safety of 2-(1-Piperazinylcarbonyl)-1,4-benzodioxane Hydrochloride.Campbell, Simon F.; Davey, Michael J.; Hardstone, J. David; Lewis, Brian N.; Palmer, Michael J. published the article 《2,4-Diamino-6,7-dimethoxyquinazolines. 1. 2-[4-(1,4-Benzodioxan-2-ylcarbonyl)piperazin-1-yl] derivatives as α1-adrenoceptor antagonists and antihypertensive agents》 about this compound( cas:70918-74-0 ) in Journal of Medicinal Chemistry. Keywords: alpha adrenoceptor antagonist preparation; aminobenzodioxanylcarbonylpiperazinylquinazoline preparation adrenoceptor antagonist; antihypertensive aminobenzodioxanylcarbonylpiperazinylquinazoline; aminomethoxyquinazoline antihypertensive preparation; doxazosin preparation antihypertensive activity; crystal structure methoxydimethylaminobenzodioxanylcarbonylpiperazinyl hydrochloride. Let’s learn more about this compound (cas:70918-74-0).

A series of 4-amino-2-[4-(1,4-benzodioxan-2-ylcarbonyl)piperazin-1-yl]-6,7-dimethoxyquinazoline derivatives (e.g. I; R = H, 6-MeO, 8-MeO, 6-MeCO, 7-MeCO, etc.) was synthesized for evaluation as α-antagonists and antihypertensive agents. Thus, 4-amino-2-chloro-6,7-dimethoxyquinazoline (II) was treated with N-(1,4-benzodioxan-2-yl)piperazine (III) in refluxing BuOH to give 88% I (R = H). Most compounds displayed high (nM) binding affinity for α1-adrenoceptors with no significant activity at α2-sites. Selective antagonism of the α1-mediated vasoconstrictor effects of norepinephrine is also characteristic of the series. Structure-activity relationships for α1-adrenoceptor affinity are presented, and structural similarity between the 2,4-diamino-6,7-dimethoxyquinazoline nucleus and norepinephrine is established. An α1-receptor model is presented in which charge-reinforced hydrogen bonding is important for binding of both antagonist and agonist mols. Antihypertensive activity was evaluated after oral administration (5 mg/kg) to spontaneously hypertensive rats, and several compounds displayed similar efficacy to prazosin when assessed after 6 h.

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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

Name: Tri(naphthalen-1-yl)phosphine. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: Tri(naphthalen-1-yl)phosphine, is researched, Molecular C30H21P, CAS is 3411-48-1, about Monodentate bulky trinaphthylphosphine as ligand in Rh, Co and Ru catalyzed hydroformylation of 1-hexene. Author is Dabbawala, Aasif A.; Parmar, Dharmesh U.; Bajaj, Hari C.; Jasra, Raksh V..

Rh, Co, and Ru complexes of monodentate bulky trinaphthylphosphine ligand, PNp3, were synthesized and used as catalysts for the hydroformylation of 1-hexene. The catalyst, RhCl(PNp3)3 shows excellent hydroformylation activity as compared to the Co/PNp3 and Ru/PNp3 system. The high conversion (99 %) with high selectivity to aldehydes (97 %) is achieved by RhCl(PNp3)3 catalyst, where RuCl2(PNp3)3 is more active toward hydrogenation rather than hydroformylation.

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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

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.Zanarini, Simone; Bard, Allen J.; Marcaccio, Massimo; Palazzi, Antonio; Paolucci, Francesco; Stagni, Stefano researched the compound: 5-(4-Pyridyl)-1H-tetrazole( cas:14389-12-9 ).Safety of 5-(4-Pyridyl)-1H-tetrazole.They published the article 《Ruthenium(II) Complexes Containing Tetrazolate Group: Electrochemiluminescence in Solution and Solid State》 about this compound( cas:14389-12-9 ) in Journal of Physical Chemistry B. Keywords: ruthenium bipyridine terpyridine tetrazolate electrochemiluminescence phosphorescence. We’ll tell you more about this compound (cas:14389-12-9).

The authors report the results about the solution and solid-state phosphorescence emission properties of six RuII complexes containing various 5-substituted tetrazolate ligands. The photo- and electrochemiluminescence spectra of all compounds revealed a red shifted emission with respect to the Ru(bpy)32+. Significant changes to the light emission energy and to the efficiency and sensitivity to oxygen were also determined by varying the nature of the substituent ring of the tetrazolate ligand. Light-emitting solid devices with active layers containing solid films of the same complexes were prepared, and preliminary studies of their electroinduced emission properties were performed. The electrochemiluminescence (ECL) emission intensity of two of the six complexes was of the same order of magnitude as the reference Ru(bpy)32+.

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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

Application In Synthesis of 5-(4-Pyridyl)-1H-tetrazole. 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: 5-(4-Pyridyl)-1H-tetrazole, is researched, Molecular C6H5N5, CAS is 14389-12-9, about Synthesis and reactivity of a new Fe(II) 5-(4-pyridyl)-tetrazolate complex and X-ray structure of its doubly protonated derivative..

The synthesis of the new Fe(II) complex [CpFe(CO)2(N4C-C5H4N)] (2) is described. Proton and 13C-NMR spectroscopy data of (2) indicate interannular conjugation in the pyridyl-tetrazolate ligand, implying coplanarity between the two rings. Addition of electrophiles to 2 gave cationic complexes such as [CpFe(CO)2(4-MeN4C-C5H4N)][O3SCF3] (3), [CpFe(CO)2(4-HN4C-C5H4N)][O3SCF3] (4) and the doubly protonated complex [CpFe(CO)2(4-HN4C-C5H4N-H)][O3SCF3]2 (5). For example 2 reacted with CH3OSO2CF3 in CH2Cl2 at -50 °C to give 3 in 70% yield. In all cases, the out-of-plane rotation of the pyridyl ring occurred as a consequence of the quaternization of the N-4 of tetrazole ring. X-ray structure of complex 5 indicates a torsion angle of 20.9(2)° between the aromatic rings (space group = P21/n ; a = 15.3345(7), b = 8.3672(4), c = 18.725(1) ; Z = 4). Protonation reactions are reversible and complexes 4-5 were easily converted into the starting complex 2 by addition of a base.

From this literature《Synthesis and reactivity of a new Fe(II) 5-(4-pyridyl)-tetrazolate complex and X-ray structure of its doubly protonated derivative.》,we know some information about this compound(14389-12-9)Application In Synthesis of 5-(4-Pyridyl)-1H-tetrazole, but this is not all information, there are many literatures related to this compound(14389-12-9).

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

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.Patil, Dipak R.; Wagh, Yogesh B.; Ingole, Pravin G.; Singh, Kripal; Dalal, Dipak S. researched the compound: 5-(4-Pyridyl)-1H-tetrazole( cas:14389-12-9 ).Application In Synthesis of 5-(4-Pyridyl)-1H-tetrazole.They published the article 《β-Cyclodextrin-mediated highly efficient [2+3] cycloaddition reactions for the synthesis of 5-substituted 1H-tetrazoles》 about this compound( cas:14389-12-9 ) in New Journal of Chemistry. Keywords: nitrile sodium azide cycloaddition cyclodextrin catalyst; tetrazole preparation environmentally benign chem. We’ll tell you more about this compound (cas:14389-12-9).

A β-cyclodextrin-promoted [2+3] cycloaddition reaction between nitriles and NaN3 in the presence of NH4Cl in DMF at 120 °C was reported, affording various 5-substituted 1H-tetrazoles in good to excellent yields in short reaction times. The presence of β-cyclodextrin renders the formation of a precipitate-like gel in the reaction media when heated. No precipitation occurs in the absence of NaN3 and NH4Cl. The precipitation responses with other salts such as LiCl and NiCl2 were weaker than with NH4Cl. In the present paper the application of supramol. aggregates was reported for the [2+3] cycloaddition reaction. β-cyclodextrin could be recovered and reused without any significant loss of activity.

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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