April 2022 | Page 39 of 45 | Heterocyclic Building Blocks-benzodioxan

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COA of Formula: C12H12N2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5,5′-Dimethyl-2,2′-bipyridine, is researched, Molecular C12H12N2, CAS is 1762-34-1, about Unusual Photoelectrochemical Properties of Electropolymerized Films of a Triphenylamine-Containing Organic Small Molecule. Author is Yin, Hong; Yang, Tong; Wang, Ke-Zhi; Tong, Jin; Yu, Shu-Yan.

The electropolymerized films of poly(L)n on In-Sn oxide (ITO) electrode was prepared by anodic electrooxidation of a CH2Cl2 solution of a triphenylamine-carrying organic mol. L, and were characterized/studied by UV-visible absorption spectroscopy, XPS, x-ray diffraction, electrochem. impedance spectroscopy, cyclic voltammetry and photoelectrochem. measurements. Poly(L)n films show surface-controlled TPA•+1/0 associated quasi-reversible redox and exceptionally high photocurrent generation properties. At a zero external bias potential and under 100 mW/cm2 white light irradiation, a photoelectrochem. device composed of a Poly(L)1-modified ITO as working electode, a Pt disk counter electrode and SCE reference electrode in a 0.1M Na2SO4 aqueous solution exhibited a significant cathode photocurrent d. of 2.2μA/cm2, which could be switched to be anodic and outperform most previously reported mol.-based modified ITO electrodes under similar exptl. conditions. Poly(L)n films offer a number of future perspectives ranging from organic photovoltaic to photoelectrochem. catalysis and sensing.

Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5,5′-Dimethyl-2,2′-bipyridine, is researched, Molecular C12H12N2, CAS is 1762-34-1, about Regulation of Substituent Effects on Configurations and Magnetic Performances of Mononuclear DyIII Single-Molecule Magnets, the main research direction is mononuclear dysprosium beta diketonate bipyridyl preparation crystal mol structure; single mol magnet mononuclear dysprosium beta diketonate bipyridyl complex.Name: 5,5′-Dimethyl-2,2′-bipyridine.

A series of mononuclear DyIII compounds, [Dy(tmpd)3(4,4′-dmpy)] (1), [Dy(tffb)3(4,4′-dmpy)] (2), [Dy(tffb)3(5,5′-dmpy)] (3), and [Dy(tmpd)3(5,5′-dmpy)] () [tmpd = 4,4,4-trifluoro-1-(4-methoxyphenyl)-1,3-butanedione, tffb = 4,4,4-trifluoro-1-(4-fluorophenyl)-1,3-butanedione, 4,4′-dmpy = 4,4′-dimethyl-2,2′-bipyridyl, and 5,5′-dmpy = 5,5′-dimethyl-2,2′-bipyridyl], have been synthesized by modifying β-diketonate ligands and capping N-donor co-ligands. DyIII ions in 1-4 possess N2O6 octacoordinated environments. Compounds 1 and 2 exhibit distorted trigonal dodecahedron configurations, while 3 and 4 display distorted square antiprismatic configurations. Systematic investigations of the a.c. measurements indicate the different magnetic relaxation dynamics with energy barriers (Ueff) of 66 K (1, 45 cm-1), 189 K, (2, 131 cm-1), 115 K (3, 79 cm-1), and 205 K (4, 142 cm-1). To deeply understand their different magnetic behaviors, the magnetic anisotropies of 1-4 were studied by ab initio calculations From ab initio calculations, the energies of the first excited state (KD1) are consistent with the exptl. Ueff under zero d.c. field. Compound 4 presents the largest Ueff because of the smallest gX,Y and μqTM as well as the most strong axial crystal field parameters (CFPs) among compounds 1-4. The M vs. H data exhibit butterfly-shaped hysteresis loops at 2 K for 1-4. The different coordination geometries, the magnetic dynamics, the electrostatic repulsion, and CFPs result from the different substituent effects of ligands, including the electronic effect, the steric effect, and the positions of substituted groups. The different coordination geometries, the magnetic dynamics, the electrostatic repulsion, and the crystal field parameters result from the different substituent effects of ligands, including the electronic effect, the steric effect, and the positions of substituted groups.

Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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Recommanded Product: 1762-34-1. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5,5′-Dimethyl-2,2′-bipyridine, is researched, Molecular C12H12N2, CAS is 1762-34-1, about Isoxazole Strategy for the Synthesis of 2,2′-Bipyridine Ligands: Symmetrical and Unsymmetrical 6,6′-Binicotinates, 2,2′-Bipyridine-5-carboxylates, and Their Metal Complexes. Author is Galenko, Ekaterina E.; Novikov, Mikhail S.; Shakirova, Firuza M.; Shakirova, Julia R.; Kornyakov, Ilya V.; Bodunov, Vladimir A.; Khlebnikov, Alexander F..

An effective strategy was developed for the synthesis of new 2,2′-bipyridine ligands, sym. and unsym. 6,6′-binicotinates, and 2,2′-bipyridine-5-carboxylates, from 4-propargylisoxazoles. The synthesis of sym. 2,2′-disubstituted 6,6′-binicotinates was achieved using the Eglinton reaction of 5-methoxy-4-(prop-2-yn-1-yl)isoxazoles with Cu(OAc)2, followed by Fe(NTf2)2/Au(NTf2)tBuXPhos-catalyzed isomerization of the so-formed mixture of isoxazole/azirine-substituted biacetylenic intermediates. Unsym. 2,2′-disubstituted 6,6′-binicotinates were prepared via a copper-free Sonogashira coupling of 5-methoxy-4-(prop-2-yn-1-yl)isoxazoles with 6-bromonicotinates to give Me 6-(3-(5-methoxyisoxazol-4-yl)prop-1-ynyl)pyridine-3-carboxylates, followed by a transformation of the propargylisoxazole moiety of the adduct into the pyridine fragment under Fe(II)/Au(I) relay catalysis conditions. 6-(Pyrid-2-yl)nicotinates were synthesized by a Stille-type coupling of 2-(tributylstannyl)pyridine with 6-bromonicotinates. Several cyclopalladated complexes of a new series of 6,6′-binicotinates and 2,2′-bipyridine-5-carboxylates and the homoleptic Cu(I) complex were synthesized in high yields.

Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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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: 1762-34-1, is researched, SMILESS is CC1=CN=C(C=C1)C1=NC=C(C)C=C1, Molecular C12H12N2Journal, Article, Chemistry – A European Journal called New Organometallic Ruthenium(II) Compounds Synergistically Show Cytotoxic, Antimetastatic and Antiangiogenic Activities for the Treatment of Metastatic Cancer, Author is Wang, Yuchen; Jin, Jiahui; Shu, Liwei; Li, Tongyu; Lu, Siming; Subarkhan, Mohamed Kasim Mohamed; Chen, Chao; Wang, Hangxiang, the main research direction is cyclometalated ruthenium complex human antitumor cytotoxicity antimetastatic antiangiogenic activity; metastatic cancer cyclometalated ruthenium human ovary lung liver skin; crystal structure mol cyclometalated ruthenium complex preparation; antiangiogenesis; antimetastasis; cancer chemotherapy; cytotoxicity; ruthenium(II) complexes.Computed Properties of C12H12N2.

In this study, we newly designed and synthesized a small library of ten structurally related C,N-cyclometalated ruthenium(II) complexes containing various pyridine-functionalized NHC ligand and chelating bipyridyl ligands (e.g., 2,2′-bipyridine, 5,5′-dimethyl-2,2′-bipyridine, and 1,10-phenanthroline (phen)). The complexes were well characterized by NMR, electrospray ionization-mass spectrometry, and single-crystal X-ray structure analyses. Among the new ruthenium(II) derivatives, we identified that the complex Ru8 bearing bulky moieties (i.e., phen and pentamethyl benzene) had the most potent cytotoxicity against all tested cancer cell lines, generating dose- and cell line-dependent IC50 values at the range of 3.3-15.0μM. More significantly, Ru8 not only efficiently inhibited the metastasis process against invasion and migration of tumor cells but also exhibited potent antivascular effects by suppressing HUVEC cells migration and tube formation in vitro and blocking vessel generation in vivo (chicken chorioallantoic membrane model). In a metastatic A2780 tumor xenograft-bearing mouse model, administration of Ru8 outperformed antimetastatic agent NAMI-A and clin. approved cisplatin in terms of antitumor efficacy and inhibition of metastases to other organs. Overall, these data provided compelling evidence that the new cyclometalated ruthenium complex Ru8 is an attractive agent because of synergistically suppressing bulky tumors and metastasized tumor nudes. Therefore, the complex Ru8 deserves further investigations.

Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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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: 5,5′-Dimethyl-2,2′-bipyridine, is researched, Molecular C12H12N2, CAS is 1762-34-1, about Cerium-Based Metal-Organic Layers Catalyze Hydrogen Evolution Reaction through Dual Photoexcitation.Computed Properties of C12H12N2.

Cerium-based materials such as ceria are increasingly used in catalytic reactions. We report here the synthesis of the first Ce-based metal-organic layer (MOL), Ce6-BTB, comprising Ce6 secondary building units (SBUs) and 1,3,5-benzenetribenzoate (BTB) linkers, and its functionalization for photocatalytic hydrogen evolution reaction (HER). Ce6-BTB was postsynthetically modified with photosensitizing [(MBA)Ir(ppy)2]Cl or [(MBA)Ru(bpy)2]Cl2 (MBA = 2-(5′-methyl-[2,2′-bipyridin]-5-yl)acetate, ppy = 2-phenylpyridine, bpy = 2,2′-bipyridine) to afford Ce6-BTB-Ir or Ce6-BTB-Ru MOLs, resp. The proximity of photosensitizing ligands and Ce6 SBUs in the MOLs facilitates electron transfer to drive photocatalytic HER under visible light with turnover numbers of 1357 and 484 for Ce6-BTB-Ir and Ce6-BTB-Ru, resp. Photophys. and electrochem. studies revealed a novel dual photoexcitation pathway whereby the excited photosensitizers in the MOL are reductively quenched and then transfer electrons to Ce6 SBUs to generate CeIII centers, which are further photoexcited to CeIII* species for HER.

Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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Category: benzodioxans. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5,5′-Dimethyl-2,2′-bipyridine, is researched, Molecular C12H12N2, CAS is 1762-34-1, about Bridging Solution and Solid-State Chemistry of Dicyanoaurate: The Case Study of Zn-Au Nucleation Units. Author is Priola, Emanuele; Volpi, Giorgio; Rabezzana, Roberto; Borfecchia, Elisa; Garino, Claudio; Benzi, Paola; Martini, Andrea; Operti, Lorenza; Diana, Eliano.

The behavior in solution of the dicyanoaurate anion in the presence of other metal centers has so far been little explored, despite its importance in material science. The design and synthesis of systems with controlled coordination behavior, using chelating ligands and ZnII, has allowed us to detect self-assembly and oligomerization in solution This phenomenon has been studied with 13C and 1H NMR, absorption and emission UV-vis spectroscopy, ESI-MS, and XAS at both the Au L3-edge and Zn K-edge: all of these techniques confirm the presence of Au-Zn aggregation products. These fragments, resembling structural units in the solid state, reveal that coordination of dicyanoaurate to free sites around metal centers can occur at a lower concentration than those at which crystals start to form and at which aurophilic interactions are observed, forming the connection between solution species and solid-state architectures. Through the use of a multitechnique approach, the solution chem. of dicyanoaurate in the presence of zinc complexes has been successfully correlated to prenucleation aggregation. The difference in polarity or hydrogen bond properties of the crystallization solvent generates, in the presence of the same reagents, substantially different compounds, and these phases have been analyzed through the results obtained in solution

Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5,5′-Dimethyl-2,2′-bipyridine, is researched, Molecular C12H12N2, CAS is 1762-34-1, about Synthesis and Acid-Responsive Properties of a Highly Porous Vinylene-Linked Covalent Organic Framework, the main research direction is acid responsive porous vinylene covalent organic framework; Hill equation; acid response; acidochromic; covalent organic framework; fluorescence; gas sensor.Application In Synthesis of 5,5′-Dimethyl-2,2′-bipyridine.

The recently emerging vinylene-linked covalent organic frameworks (VCOFs) stand out from other COFs with exceptional chem. stability and favorable light-emitting properties, promising sensing applications for acids/bases or in strong acidic/basic conditions. Here we systematically investigated the reversible color and fluorescent response of a VCOF functionalized with pyridyl groups to acids/pH. The COF was synthesized with a record surface area for VCOFs and shows reversible hydrochromic and acidochromic behaviors and concomitant fluorescence quenching. The mechanisms were probed with systematical exptl. comparison with relevant COFs and model mols. in combination with orbital anal. The response is related to significant electronic changes in the ground and photoexcited states as a result of protonation or hydrogen bonding at pyridyl sites. The COF in aqueous dispersion displays a reversible fluorescence transition with pH change, which follows the Hill equation for multisite protonation. The COF-modified test paper shows immediate and remarkable color change and fluorescence turn-off/on when alternately exposed to HCl and NH3 gases. The work illustrates the great potential of developing highly robust sensory COFs through the vinylene approach.

Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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Reference of 5,5′-Dimethyl-2,2′-bipyridine. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5,5′-Dimethyl-2,2′-bipyridine, is researched, Molecular C12H12N2, CAS is 1762-34-1, about Unusual Photoelectrochemical Properties of Electropolymerized Films of a Triphenylamine-Containing Organic Small Molecule. Author is Yin, Hong; Yang, Tong; Wang, Ke-Zhi; Tong, Jin; Yu, Shu-Yan.

Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Journal of Solid State Chemistry called A series of lanthanide complexes with 2-fluorobenzoic acid and 5,5′-dimethyl-2,2′-bipyridine: Synthesis, supramolecular structures, spectroscopy and thermal behaviour, Author is Du, Dan-Dan; Ren, Ning; Zhang, Jian-Jun, which mentions a compound: 1762-34-1, SMILESS is CC1=CN=C(C=C1)C1=NC=C(C)C=C1, Molecular C12H12N2, COA of Formula: C12H12N2.

A family of lanthanide-based self-assembling complexes constructed from 2-fluorobenzoic acid and 5,5′-dimethyl-2,2′-bipyridine have been successfully fabricated via conventional synthesis, namely, [Ln(2-FBA)3(5,5′-DM-2,2′-bipy)]2 (2-FBA = 2-fluorobenzoate, 5,5′-DM-2,2′-bipy = 5,5′-dimethyl-2,2′-bipyridine, Ln = La (1), Pr (2), Nd (3), Sm (4), Gd (5), Dy (6), Ho (7), Er (8)). The obtained complexes are investigated by elemental anal., IR spectra, Raman spectra and single-crystal x-ray diffraction. Crystallog. results exhibit that each Ln3+ ion of them is located in a distorted Muffin coordination sphere finished by seven oxygen atoms of 2-FBA ligands and two nitrogen atoms of 5,5′-DM-2,2′-bipy ligand. Interestingly, although complexes 1-6 and 7-8 have the same formula unit, the differences in hydrogen bond interactions lead to different supramol. structures. Besides, the thermal decomposition mechanism of the complexes has been studied by TG/DSC-FTIR technol. The results show that these complexes are thermally stable up to 450 K. In addition, complexes 4 and 6 both exhibit the characteristic fluorescence of lanthanide ions, i.e., complex 4 exhibits characteristic 4G5/2→6HJ/2 (J = 5, 7, 9) transitions, and complex 6 shows characteristic 4F9/2→6HJ/2 (J = 15, 13) transitions.

Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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Safety of 5,5′-Dimethyl-2,2′-bipyridine. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5,5′-Dimethyl-2,2′-bipyridine, is researched, Molecular C12H12N2, CAS is 1762-34-1, about Spectroscopic, structural and DFT studies of luminescent Pt(II) and Ag(I) complexes with an asymmetric 2,2′-bipyridine chelating ligand. Author is Yilmaz, Ismail; Acar-Selcuki, Nursel; Coles, Simon J.; Pekdemir, Fatih; Sengul, Abdurrahman.

A new unsym. substituted 2,2′-bipyridine ligand, 5-methyl-5′-carbomethoxy-2,2′-bipyridine (L) was isolated from the dry distillation of the copper(II) complex, mono-aqua-bis(trans-5-methyl-pyridine-2-carboxylato-N,O)copper(II). The ligand was fully characterized. The spectroscopic and single-crystal x-ray diffraction (SCXRD) studies of the coordination compounds of the ligand with platinum(II) and silver(I); cis-Pt(L)Cl2 (1) and [Ag(L)2]PF6 (2), resp. are reported. In 1, the Pt center coordinates to tertiary N atoms of the ligand and two chloride ions to form a neutral square-planar coordination sphere, while in 2, the Ag(I) center is coordinated by two ligands through N atoms to generate a cationic flattened tetrahedron geometry in which two mean planes intersect each other at 50.93°. The pyridine rings are nearly coplanar as revealed by the torsion angle of N2-C7-C6-N1 1.32(5)°. In both complexes, L acts as a chelating ligand through pyridyl N atoms. In 1, the mol. units are stacked in a head-to-tail fashion with a Pt···Pt separation of 3.5 Å. Supramol. self-assembly of the mol. units by extensive intermol. contacts through C-H···Cl and C-H···O between the adjacent units results in an infinite two-dimensional flattened-out herringbone structure in the crystalline state. In 2, the mol. units are interconnected with each other by C-H···O contacts between the adjacent units running parallel to each other. Both complexes are fluorescent in solution and have emission maxima in the UV-Vis regions, which is a very important property for optoelectronic applications. DFT (d. functional theory) and TD-DFT (time-dependent-DFT) calculations were performed at B3LYP/6-311+G(d,p)/LANL2DZ level to explore structural, electronic, and spectroscopic properties to compare with the exptl. results. The MOs were carried out with DFT at the same level.

Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem