Month: April 2022

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.Application of 14389-12-9.Yang, Gao Wen; Zhang, Yuan Ting; Wu, Qi; Cao, Meng Jie; Wu, Jiao; Yue, Qiu Yan; Li, Qiao Yun published the article 《Nitrogen-rich 5-(4-pyridyl)tetrazole-2-acetic acid and its alkaline earth metal coordination polymers for potential energetic materials》 about this compound( cas:14389-12-9 ) in Inorganica Chimica Acta. Keywords: magnesium calcium strontium barium pyridyltetrazoleacetate polymer preparation thermal explosion; crystal structure magnesium calcium strontium barium pyridyltetrazoleacetate polymer. Let’s learn more about this compound (cas:14389-12-9).

Tetrazole and its derivatives with rich nitrogen atoms may be potential candidates for energetic materials. Alk. earth metal coordination compounds based on such ligands are relatively less investigated. Hpytza was prepared from 4-cyanopyridine and sodium azide, Et bromoacetate, where Hpytza = 5-(4-pyridyl)tetrazole-2-acetic acid. Hpytza and four alk. earth metal coordination polymers [Mg(pytza)2]n (1), [Ca(pytza)2(H2O)2]n·3nH2O (2), [Sr(pytza)2(H2O)2]n (3) and [Ba(pytza)2(H2O)2]n·nH2O (4) were prepared under solvothermal conditions. The thermal behavior of these compounds were characterized by the differential scanning calorimetry (DSC) and thermogravimetric-differential thermogravimetric (TG-DTG) analyses. Furthermore, the critical temperature of thermal explosion and relevant thermal parameters ΔS, ΔH, ΔG of Hpytza and polymers 1-4 were calculated, as well, indicating that these compounds are potential energetic materials.

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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 chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1,5-Dibromopentane, is researched, Molecular C5H10Br2, CAS is 111-24-0, about Effect of linker length on photo-cross-linking position mediated by click chemistry via [2 + 2]photocycloaddition, the main research direction is cyanovinylcarbazole photocross linker photocycloaddition.COA of Formula: C5H10Br2.

Ultrafast reversible DNA/RNA photo-crosslinking is a powerful tool for regulating the target strand in living cells. In particular, 3-cyanovinylcarbazole (CNVK) and 3-cyanovinylcarbazole modified by D-threoninol (CNVD) can photo-cross-link to pyrimidine bases within a few seconds of photoirradiation However, these photo-cross-linkers can only cross-link to the counter base if it is adjacent to the 5′-side (-1 position). In this study, we synthesized novel photo-cross-linkers with varying linker lengths capable of photo-crosslinking with pyrimidine bases at locations other than the -1 position via click chem. The photo-crosslinking site was dependent on linker length.

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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 three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 1,2-Bis(diphenylphosphino)ethane(SMILESS: P(CCP(C1=CC=CC=C1)C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4,cas:1663-45-2) is researched.Application In Synthesis of Bromoferrocene. The article 《Density Functional Theory Mechanistic Study of Ni-Catalyzed Reductive Alkyne-Alkyne Cyclodimerization: Oxidative Cyclization versus Outer-Sphere Proton Transfer》 in relation to this compound, is published in Organic Letters. Let’s take a look at the latest research on this compound (cas:1663-45-2).

D. functional theory mechanistic study of the nickel-catalyzed reductive alkyne-alkyne cyclodimerization with CH3OH/BEt3 unveils that, after forming a nickel-alkyne π complex, the reaction prefers outer-sphere proton transfer rather than the common alkyne-alkyne oxidative cyclization. The outperformance of aminophosphine ligand (L1) is attributed to its bidentate coordination that favors the proton transfer, the labile -NH2 and strong electron-donating -PPh2 arms and adequate Ni-P distance that allow the hydrogen transfer of the Et group of MeO-BEt3-.

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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

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: 14389-12-9, is researched, SMILESS is C1(C2=NN=NN2)=CC=NC=C1, Molecular C6H5N5Journal, CrystEngComm called New (3,4)-connected intrinsically chiral topology observed in a homochiral coordination polymer from achiral precursors, Author is Wang, Fei; Zhang, Jian; Chen, Shu-Mei; Xie, Yi-Ming; Wu, Xiao-Yuan; Chen, Shan-Ci; Yu, Rong-Min; Lu, Can-Zhong, the main research direction is copper pyridyltetrazole cyanide bridge coordination polymer solvothermal preparation; crystal structure luminescence copper pyridyltetrazole cyanide bridge coordination polymer; NLO homochirality copper pyridyltetrazole cyanide bridge coordination polymer.SDS of cas: 14389-12-9.

An unpredicted (3,4)-connected topol. with intrinsic chirality present in a homochiral coordination polymer [Cu2(L)CN]n (1; L = 5-(4-pyridyl)tetrazole) was first shown here, which reveals a new possibility for the construction of lowly-connected chiral framework materials with potential applications.

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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 reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Benzodiazlnes. VI. Synthesis of 2-substituted-4-hydrazinoquinazolines, 5-substituted [3,4-c]-s-triazolo-, and [1,5-c]tetrazoloquinazolines》. Authors are Postovskii, I. Ya.; Vereschagina, N. N.; Mertsalov, S. L..The article about the compound:2-Aminoquinazolin-4(3H)-onecas:20198-19-0,SMILESS:O=C1NC(N)=NC2=C1C=CC=C2).Reference of 2-Aminoquinazolin-4(3H)-one. Through the article, more information about this compound (cas:20198-19-0) is conveyed.

cf. CA 63, 13256g. 2-R-substituted quinazol-4-ones (I), -4-chloroquinazolines (II), and -4-hydrazinoquinazolines (III) were prepared Treatment of II with CS(NH2)2 gave the corresponding isothiuronium salts, which on treatment with NaOH gave 2-R-substituted-quinazoline-4-thiones (IV). III with HNO2 gave 5-R-substituted[1,5-c]tetrazoloquinazolines (V), with CH(OEt)3 gave 5-R-substituted[3,4-c]-s-triazoloquinazolines (VI). V treated with HCl gave I (a, R = Me) (b, R = Ph) (c, R = α-furyl) (d, R = γ-pyridyl). Thus, 12.5 g. thioisonicotinamide and 12.5 g. anthranilic acid was heated at 150-60° 1 hr. to give 7.5 g. Id, m. 250° (dioxane). IIa-c were prepared according to Scarborough et al. (CA 57, 7263h). IIa m. 86-8° (heptane); IIb m. 124-6° (heptane); IIc m. 122-4° (heptane). A mixture of 7.5 g. Id, 60 cc. POCl3, and 10 g. PCl5 was boiled 4 hrs., POCl3 distilled, the mixture poured onto ice, neutralized with NH3, and filtered, the precipitate washed with H2O and dried, the residue extracted with boiling C6H6, and the extract filtered and evaporated gave 6.5 g., IId, m. 164-6° (heptane). II (0.02 mole) in C6H6 was stirred and cooled, 5-fold excess NH2NH2.H2O in C6H6 added, and the mixture stirred 2 hrs. gave III. II (0.01 mole), 0.01 mole CS(NH2)2, and 50 cc. EtOH boiled 1 hr. and evaporated, the residue dissolved in NaOH, the mixture filtered, and the filtrate acidified with AcOH gave IV. The following III and IV were prepared (R, III m.p., III % yield, IV m.p., and IV % yield given): Me, 180-2° (CHCl3), 80, 217-18° (EtOH), -; Ph, 214-15° (CHCl3), 81, 216-18° (EtOH), 63; α-furyl, 249-50° (dioxane), 76, 219-20° (dioxane), 85; γ-pyridyl, 200-2° (CHCl3,), 97, -, -. Treatment of IIa with NH2NH2.H2O in EtOH gave 50% N,N’-bis(2-methylquinazolyl)-4-hydrazine (VII), m. 280° (isoPrOH). III (0.002 mole) boiled I hr. with 5-fold excess CH(OEt)3 gave VI. NaNO2 (0.002 mole) was added to 0.002 mole III in 2N HCl at 3-5° and the mixture stirred 1 hr. to give V. V were also prepared by treating II with NaN3 in EtOH. The following VI and V were prepared (R, VI m.p., VI % yield, V m.p., and V % yield given): Me, >280°, 50, 163-5°, 60; Ph, 204-6°, 97, 162-3°, 70; α-furyl, 260-2°, 98, 194-6°, 73; γ-pyridyl, 206-7°, 80, 200-2°, 80. Boiling IV with 15-fold excess NH2NH2.H2O in EtOH until no more H2S evolved (8-10 hrs.) gave III. Treatment of V with HCl (1:1) 3 hrs. gave I. The compounds with R = Me differ considerably from the others, both in color and in stability of the intermediate reaction products.

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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

Kou, Yuan; Yin, Yuanqi published an article about the compound: Tri(naphthalen-1-yl)phosphine( cas:3411-48-1,SMILESS:C1=CC2=C(C=C1)C(=CC=C2)P(C1=CC=CC2=C1C=CC=C2)C1=CC=CC2=C1C=CC=C2 ).Synthetic Route of C30H21P. 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:3411-48-1) through the article.

Hydroformylation of camphene in the presence of [(COD)-RhCl]2 and various phosphine ligands under 10 MPa syngas (CO/H2 = 1), 100 °C has been investigated. The active catalyst has been demonstrated by the IR spectra to be the HRh(CO)Ln (for bidentates, n = 1, for monodentates, n = 2). The selectivity to exo- or endo-products (aldehyde and/or alc.) is found to be decided by the cone angle of the ligand carried by the rhodium carbonyl. The larger ligands such as P(o-tolyl)3 tend to make the rhodium complex approach the double bond from endo side and then to give more exo-alc. because of the attack of the hydrogen occurs from the cis position with the complex. The bidentate phosphine ligands which have relatively smaller cone angles, are expected to give more endo-product. However, the enhanced stability of Rh-Rh bond that arises from the formation of the phosphine-bridged bimetallic rhodium carbonyls limits the formation of the chelated active species, so that only the endo-aldehydes with relatively lower conversion are observed The possible mechanism of exo- and endo-product formations has also been discussed.

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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

Reference of 5-(4-Pyridyl)-1H-tetrazole. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-(4-Pyridyl)-1H-tetrazole, is researched, Molecular C6H5N5, CAS is 14389-12-9, about Solid state coordination chemistry of copper with pyridyltetrazoles: Structural consequences of incorporation of coordinating anions. Author is Darling, Kari; Ouellette, Wayne; Zubieta, Jon.

The hydrothermal reactions of various Cu(II) salts with 3- and 4-pyridyltetrazole and pyrazinyltetrazole were exploited in the preparation of Cu(II) and Cu(I) azolate materials. The parent Cu/pyridyltetrazole compositions are observed in the two-dimensional [Cu(3-pyrtet)2] (1), the reduced three-dimensional [Cu(4-pyrtet)] (2) and reduced two-dimensional [Cu(4-pyrtet)]·0.5DMF (3·0.5DMF) (Hpyrtet = pyridyltetrazole). The consequences of introducing coordinating anions are revealed in the structures of the 1-dimensional [CuCl2(4-Hpyrtet)]·0.5H2O (4·0.5H2O) and the two-dimensional [Cu2I2(4-Hpyrtet)] (5) and [Cu(acac)(4-pyrtet)] (7) (acac = acetylacetonate; H2en = ethylenediammonium cation). The pyrazinyltetrazolate derivative [H2en]0.5[CuCl2(prztet)] (Hprztet = pyrazinyltetrazole) (6) is 1-dimensional, but structurally distinct from the chain observed for 4.

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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

Safety of 1,5-Dibromopentane. 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: 1,5-Dibromopentane, is researched, Molecular C5H10Br2, CAS is 111-24-0, about Crystal structure and halogen-hydrogen bonding of a Delepine reaction intermediate. Author is Mulrooney, David Z. T.; Muller-Bunz, Helge; Keene, Tony D..

The reaction of 1,5-dibromopentane with urotropine results in crystals of the title mol. salt, 5-bromourotropinium bromide [systematic name: 1-(5-bromopentyl)-3,5,7-triaza-1-azoniatricyclo[3.3.1.13,7]decane bromide], C11H22BrN4+·Br- (1), crystallizing in space group P21/n. The packing in compound 1 is directed mainly by H···H van der Waals interactions and C-H···Br hydrogen bonds, as revealed by Hirshfeld surface anal. Comparison with literature examples of alkylurotropinium halides shows that the interactions in 1 are consistent with those in other bromides and simple chloride and iodide species.

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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

Qi, Gang; Zhang, Wenguo; Dai, Yong published an article about the compound: 5-(4-Pyridyl)-1H-tetrazole( cas:14389-12-9,SMILESS:C1(C2=NN=NN2)=CC=NC=C1 ).Category: chiral-nitrogen-ligands. 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:14389-12-9) through the article.

We report an efficient method of synthesis of 5-substituted 1H-tetrazoles by [2+3] cycloaddition of nitriles and sodium azide with graphene as nonmetal catalyst. Under optimized conditions, moderate to good yields (60-70 %) are obtained. The catalyst can be easily separated by centrifugation.

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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

Aureggi, Valentina; Sedelmeier, Gottfried published the article 《1,3-Dipolar cycloaddition: click chemistry for the synthesis of 5-substituted tetrazoles from organoaluminum azides and nitriles》. Keywords: substituted tetrazole preparation; organoaluminum azide preparation nitrile dipolar cycloaddition.They researched the compound: 5-(4-Pyridyl)-1H-tetrazole( cas:14389-12-9 ).Electric Literature of C6H5N5. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:14389-12-9) here.

Conventional methods to prepare tetrazoles employ dangerous, toxic reagents. A route to these heterocycles using inexpensive and nontoxic dialkyl aluminum azides was developed. The cycloaddition occurred under mild conditions and tolerates a variety of functional groups. The low cost and ecocompatibility made this process attractive for large-scale preparation

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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