Month: April 2022

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.

From this literature《Monodentate bulky trinaphthylphosphine as ligand in Rh, Co and Ru catalyzed hydroformylation of 1-hexene》,we know some information about this compound(3411-48-1)Name: Tri(naphthalen-1-yl)phosphine, but this is not all information, there are many literatures related to this compound(3411-48-1).

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+.

From this literature《Ruthenium(II) Complexes Containing Tetrazolate Group: Electrochemiluminescence in Solution and Solid State》,we know some information about this compound(14389-12-9)Safety 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

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.

From this literature《β-Cyclodextrin-mediated highly efficient [2+3] cycloaddition reactions for the synthesis of 5-substituted 1H-tetrazoles》,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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Triarylpyridylmethanes》. Authors are Adams, Roger; Hine, Jack; Campbell, John.The article about the compound:2-Chloro-5-pyridinesulfonyl chloridecas:6684-39-5,SMILESS:ClC1=NC=C(C=C1)[S](=O)(=O)Cl).Related Products of 6684-39-5. Through the article, more information about this compound (cas:6684-39-5) is conveyed.

The Na salt of 2-hydroxypyridine (I) and p-O2NC6H4SO2Cl give 80% 2-pyridyl p-nitrobenzenesulfonate, m. 157-60° (m.ps. corrected). 2-Pyridyl benzoate (11.1 g.) and 27 g. AlCl3, heated 3 hrs. at 180°, give 0.8% 5-benzoyl-2-hydroxypyridine, m. 194-6°; this was prepared in 66% yield from 2-hydroxy-5-pyridinecarboxylic acid through the acid chloride. 1-Methyl-2-pyridone-5-sulfonic acid (13.5 g.) and 26 g. PCl5, heated 2 hrs. at 125°, give 76% of the acid chloride, m. 50-1°; amide (II) m. 157-9°. 2-Chloro-N-2-pyridyl-5-pyridinesulfonamide, prepared in 66% yield from 2-chloro-5-pyridinesulfonyl chloride and 2-aminopyridine in C6H6, m. 237-9°. II and MeONa in MeOH, refluxed 60 hrs., give 77% 2-methoxy-5-pyridinesulfonamide, m. 149-50°. The melt of I (3 g.) and 3 g. Ph3COH, treated with 2 drops concentrated H2SO4 and heated 20 min. at 250°, gives 48% 5-(triphenylmethyl)-2-hydroxypyridine (IV), m. 365-8°; 3-Me derivative m. 260-2°, 54%; the 5-[(4-biphenylyl)diphenylmethyl] analog of IV m. 298-300°, 58%; its 3-Me derivative m. 307-10°, 56%. The same compounds result from Ph3CCl without catalyst. 6-Methyl-2-hydroxypyridine and Ph3COH give 22% (Ph3CCl gives 9%) 3-(triphenylmethyl)-6-methyl-2-hydroxypyridine, m. 314-17°, which does not react with POCl3. IV and a 6-fold excess of POCl3, heated 48 hrs. on the steam bath (sealed tube), give 48% of the 2-chloro analog (V), m. 256-7°; 3-Me derivative m. 130° and then 151-2°, 92%; the 5-[(4-biphenylyl)diphenylmethyl] analog of V m. 182-3°, 95%; its 3-Me derivative m. 158-9°, 93%. V in absolute EtOH, reduced 6 hrs. over Raney Ni at 70°/45 lb., gives 66% 3-(triphenylmethyl)pyridine (VI), m. 269-70°; 5-Me derivative m. 153-4°, 83%; the 3-[(4-biphenylyl)diphenylmethyl] analog of VI m. 195-6°, 91%; its 5-Me derivative m. 188-9°, 91%. VI exhibits a marked phosphorescence after irradiation with ultraviolet light at room temperature; the greenish white afterglow lasts only 1 sec. The infrared absorption spectra of VI and CPh4 are similar. IV (0.8 g.), 0.67 g. ClCH2CO2H, and 0.85 g. KOH in 25 ml. absolute EtOH, refluxed 6 hrs., give 92% 1-(carboxymethyl)-5-(triphenylmethyl)-2(1H)-pyridone, m. 264-6°.

From this literature《Triarylpyridylmethanes》,we know some information about this compound(6684-39-5)Related Products of 6684-39-5, but this is not all information, there are many literatures related to this compound(6684-39-5).

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

COA of Formula: C8H7N3O. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Aminoquinazolin-4(3H)-one, is researched, Molecular C8H7N3O, CAS is 20198-19-0, about Exploration of a New Type of Antimalarial Compounds Based on Febrifugine. Author is Kikuchi, Haruhisa; Yamamoto, Keisuke; Horoiwa, Seiko; Hirai, Shingo; Kasahara, Ryota; Hariguchi, Norimitsu; Matsumoto, Makoto; Oshima, Yoshiteru.

Febrifugine (I), a quinazoline alkaloid, isolated from Dichroa febrifuga roots, shows powerful antimalarial activity against Plasmodium falciparum. The use of I as an antimalarial drug has been precluded because of side effects, such as diarrhea, vomiting, and liver toxicity. However, the potent antimalarial activity of I has stimulated medicinal chemists to pursue compounds derived from I, which may be valuable leads for novel drugs. In this study, we synthesized a new series of febrifugine derivatives formed by structural modifications at (i) the quinazoline ring, (ii) the linker, or (iii) the piperidine ring. Then, we evaluated their antimalarial activities. Thienopyrimidine analog II exhibited a potent antimalarial activity and a high therapeutic selectivity both in vitro and in vivo, suggesting that II is a good antimalarial candidate.

There is still a lot of research devoted to this compound(SMILES：O=C1NC(N)=NC2=C1C=CC=C2)COA of Formula: C8H7N3O, and with the development of science, more effects of this compound(20198-19-0) can be discovered.

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

Reference of Tri(naphthalen-1-yl)phosphine. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Tri(naphthalen-1-yl)phosphine, is researched, Molecular C30H21P, CAS is 3411-48-1, about Palladium-Catalyzed Cross-Coupling of N-Sulfonylaziridines with Boronic Acids. Author is Duda, Megan L.; Michael, Forrest E..

A mild palladium-catalyzed cross-coupling of unsubstituted and 2-alkyl-substituted aziridines with arylboronic acid nucleophiles is presented. The reaction is highly regioselective and compatible with diverse functionality. A catalytic amount of base, a sterically demanding triarylphosphine ligand, and a phenol additive are critical to the success of the reaction. Coupling of a deuterium-labeled substrate established that ring opening of the aziridine occurs with inversion of stereochem.

There is still a lot of research devoted to this compound(SMILES：C1=CC2=C(C=C1)C(=CC=C2)P(C1=CC=CC2=C1C=CC=C2)C1=CC=CC2=C1C=CC=C2)Reference of Tri(naphthalen-1-yl)phosphine, and with the development of science, more effects of this compound(3411-48-1) can be discovered.

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: 5-(4-Pyridyl)-1H-tetrazole. 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 In-situ hydrothermal preparation of a novel 3D CuI-based tetrazole coordination polymer with pseudo-porphyrin secondary building units. Author is Dong, Dapeng; Yu, Naisen; Cong, Yan; Zhao, Ying; Zhao, Haiyan; Liu, Dedi; Li, Zhenghua; Liu, Jia; Liu, Dongping.

A novel 3-dimensional CuI-based tetrazole coordination polymer through the employment of in-situ solvothermal techniques by using 4-cyanopyridine, NaN3 and CuI, [Cu5(L)3I2] (1) (HL = 5-(4-pyridyl)-1H-tetrazole) was synthesized and structurally characterized by x-ray single-crystal diffraction as well as by powder X-ray diffraction, elemental anal. and TGA. In compound 1, each CuN3I tetrahedron, CuN2I2 tetrahedron and CuN3 triangle are linked to each other by L ligand to form a 3-dimensional framework structure. It is interesting to note that the interconnection of Cu1 and Cu2 ions by bridging L ligand form pseudo-porphyrin secondary building units. Surface photovoltage, field-induced surface photovoltage and luminescent properties of compound 1 also were studied.

There is still a lot of research devoted to this compound(SMILES：C1(C2=NN=NN2)=CC=NC=C1)Name: 5-(4-Pyridyl)-1H-tetrazole, and with the development of science, more effects of this compound(14389-12-9) can be discovered.

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: 2-Aminoquinazolin-4(3H)-one. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Aminoquinazolin-4(3H)-one, is researched, Molecular C8H7N3O, CAS is 20198-19-0, about Dicopper complexes catalyzed coupling/cyclization of 2-bromobenzoic acids with amidines leading to quinazolinones. Author is Hung, Ming-Uei; Liao, Bei-Sih; Liu, Yi-Hong; Peng, Shie-Ming; Liu, Shiuh-Tzung.

Dicopper(I) complexes {[Cu2(bpnp)(MeCN)4](PF6)2} (I), {[Cu2(bpnp)(MeCN)4](BAr4F)2} {BAr4F = B[C6H3-3,5-(CF3)2]4}, and [Cu2(bpnp)Cl2] (II) were prepared from the complexation of [Cu(MeCN)4](PF6) with 2,7-bis(2-pyridyl)-1,8-naphthyridine (bpnp) followed by anion metathesis and treatment of chloride sequentially. X-ray structural anal. of II (data deposited with the CCDC) indicates the mol. to have a 2-fold axis passing through the Cu2Cl2 core, which has the shape of a butterfly, and that the Cu atom is tetrahedrally coordinated with in a Cl2N2 donor set. In preliminary experiments, I was found to be an effective catalyst in the coupling/cyclization of 2-bromobenzoic acids with amidines, providing the corresponding quinazolinones in good yields. Copyright © 2014 John Wiley & Sons, Ltd.

There is still a lot of research devoted to this compound(SMILES：O=C1NC(N)=NC2=C1C=CC=C2)Name: 2-Aminoquinazolin-4(3H)-one, and with the development of science, more effects of this compound(20198-19-0) can be discovered.

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

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Functionalizing Polystyrene with N-Alicyclic Piperidine-Based Cations via Friedel-Crafts Alkylation for Highly Alkali-Stable Anion-Exchange Membranes, published in 2020-06-23, which mentions a compound: 111-24-0, Name is 1,5-Dibromopentane, Molecular C5H10Br2, SDS of cas: 111-24-0.

Different anion-exchange membranes (AEMs) based on polystyrene (PS)-carrying benzyltrimethyl ammonium cations are currently being developed for use in alk. fuel cells and water electrolyzers. However, the stability in relation to these state-of-the-art cations needs to be further improved. Here, we introduce highly alkali-stable mono- and spirocyclic piperidine-based cations onto PS by first performing a superacid-mediated Friedel-Crafts alkylation using 2-(piperidine-4-yl)propane-2-ol. This is followed by quaternization of the piperidine rings either using iodomethane to produce N,N-di-Me piperidinium cations or by cyclo-quaternizations using 1,5-dibromopentane and 1,4-dibromobutane, resp., to obtain N-spirocyclic quaternary ammonium cations. Thus, it is possible to functionalize up to 27% of the styrene units with piperidine rings and subsequently achieve complete quaternization. The synthetic approach ensures that all of the sensitive β-hydrogens of the cations are present in ring structures to provide high stability. AEMs based on these polymers show high alk. stability and less than 5% ionic loss was observed by 1H NMR spectroscopy after 30 days in 2 M aqueous NaOH at 90°C. AEMs functionalized with N,N-di-Me piperidinium cations show higher stability than the ones carrying N-spirocyclic quaternary ammonium. Careful anal. of the latter revealed that the rings formed in the cyclo-quaternization are more prone to degrade via Hofmann elimination than the rings introduced in the Friedel-Crafts reaction. AEMs with an ion-exchange capacity of 1.5 mequiv g-1 reach a hydroxide conductivity of 106 mS cm-1 at 80°C under fully hydrated conditions. The AEMs are further tuned and improved by blending with polybenzimidazole (PBI). For example, an AEM containing 2 weight % PBI shows reduced water uptake and much improved robustness during handling and reaches 71 mS cm-1 at 80°C. The study demonstrates that the critical alk. stability of PS-containing AEMs can be significantly enhanced by replacing the benchmark benzyltrimethyl ammonium cations with N-alicyclic piperidine-based cations.

There is still a lot of research devoted to this compound(SMILES：BrCCCCCBr)SDS of cas: 111-24-0, and with the development of science, more effects of this compound(111-24-0) can be discovered.

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