Synthesis and Properties of Substituted Polyacetylenes with Photochromic Chromophores

Nishihara, Satoshi; Watari, Kenji; Kouzai, Hiroaki

doi:10.4011/shikizai1937.77.355

Cited by 13 publications

(13 citation statements)

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“…In particular, azo-containing photochromic organic compounds and azo-conjugated metal complexes have received much attention due to their possible applications in the area of photon-mode high-density information storage, photoswitching devices and optical computing [1][2][3][4]. On the other hand, azobenzene is one of the representative photochromic compounds with two geometric isomers, a trans form and a cis form [5][6][7].…”

Section: Introductionmentioning

confidence: 99%

Conformational analysis and crystal structure of (E)-3-methyl-4-(p-tolyldiazenyl)phenol

et al. 2006

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The single crystal X-ray diffraction analysis of the title compound, C 14 H 14 N 2 O, reveals that an interesting intermolecular or extended structure (hydrogenbonded polymeric zigzag chains) is formed by linking its monomer units with O-H · · · N type intermolecular hydrogen bonds. The compound crystallizes in the monoclinic space group P2 1 /n with a = 5.8151(5) Å, b = 18.106(1) Å, c = 11.515(1) Å and β = 96.891 (7) • . In order to understand better its structural aspects in solid state, quantum chemical (PM3) calculations were performed on a part of the extended structure of the title compound containing ten monomers. To determine in vacuo conformational flexibility of the compound, molecular energy profile of the title compound was obtained with respect to a selected torsional degree of freedom and the pedal angle varied from − 180 • to + 180 • in every 10 • . The results from the computational study suggest that hydrogen-bonding properties in the crystal lattice is fundamental in determining the crystallographically observed conformation of the title compound.

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Section: Introductionmentioning

confidence: 99%

Conformational analysis and crystal structure of (E)-3-methyl-4-(p-tolyldiazenyl)phenol

et al. 2006

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“…Furthermore, some of them show biological activities such as antibacterial, antifungal, anticancer and herbicidal activities [3][4][5][6][7][8][9][10][11][12] . However, the light induced interconversion allows systems incorporating azo group to be used as reversible control over a variety of chemical, electronic and mechanical applications 2,13,14 . Azo compounds metal complexes have also been attracting much attention because of their applications in dyes, pigment, functional materials and optical computing 15 .…”

Section: Introductionmentioning

confidence: 99%

NEW AZO-SCHIFF BASE DERIVED WITH Ni(II), Co(II), Cu(II), Pd(II) AND Pt(II) COMPLEXES: PREPARATION, SPECTROSCOPIC INVESTIGATION, STRUCTURAL STUDIES AND BIOLOGICAL ACTIVITY

Al‐Hamdani

Balkhi

Falah

et al. 2015

J. Chil. Chem. Soc.

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The coordination ability of the azo-Schiff base 2-[1,5-Dimethyl-3-[2-(5-methyl-1H-indol-3-yl)-ethyl imino]-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylazo]-5-hydroxy-benzoic acid has been proven in complexation reactions with Co(II), Ni(II), Cu(II), Pd(II) and Pt(II) ions. The free ligand (LH) and its complexes were characterized using elemental analysis, determination of metal concentration, magnetic susceptibility, molar conductivity, FTIR, Uv-Vis, (1H, 13C) NMR spectra, mass spectra and thermal analysis (TGA). The results confirmed the coordination of the ligand through the nitrogen of the azomethine, Azo group (Azo) and the carboxylate ion with the metal ions. The activation thermodynamic parameters, such as ΔE*, ΔH * , ΔS * , ΔG * and K are calculated from the TGA curves using CoatsRedfern method. Hyper Chem-8 program has been used to predict structural geometries of compounds in the gas phase. The synthesized ligands and their metal complexes were screened for their biological activity against bacterial species, two Gram positive bacteria (Bacillus subtillis and Staphylococcus aureus) and two Gram negative bacteria (Escherichia coli and Pseudomonas aereuguinosa).

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“…In particular, azo-containing photochromic organic compounds and azo-conjugated metal complexes have attracted much attention recently due to their possible applications in the area of photon-mode high-density information storage, photo-switching devices, and optical computing [1][2][3][4].…”

Section: Introductionmentioning

confidence: 99%

PM3 semiempirical study and its comparison with X-ray crystal structure of 2-methyl-4-(4-methoxyphenylazo)phenol

et al. 2006

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The crystal and molecular structure of 2-methyl-4-(4-methoxyphenylazo)phenol have been determined by X-ray single crystal diffraction technique. The compound crystallizes in the monoclinic space group P2 1 /c with a = 9.7763(8) Å, b = 11.3966(8) Å, c = 11.9531(8) Å and β = 108.752(6) • . In addition to the molecular geometry from X-ray experiment, its optimized molecular structure has been obtained with the aid of PM3 semiempirical quantum mechanical method, and then the corresponding geometric parameters were compared with those of X-ray crystallography. To determine conformational flexibility and crystal packing effects on the molecules, molecular energy profile of the title compound was obtained with respect to two selected degrees of torsional freedom, which were varied from −180 • to +180 • in steps of 10 • . Crystal structure of the title compound is a fibroid structure constructed by C-H···O and O-H···N type intermolecular hydrogen bonds. The most favorable conformer of the title compound has been determined by the crystal packing effects and there is no

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Synthesis and Properties of Substituted Polyacetylenes with Photochromic Chromophores

Cited by 13 publications

References 0 publications

Conformational analysis and crystal structure of (E)-3-methyl-4-(p-tolyldiazenyl)phenol

Conformational analysis and crystal structure of (E)-3-methyl-4-(p-tolyldiazenyl)phenol

NEW AZO-SCHIFF BASE DERIVED WITH Ni(II), Co(II), Cu(II), Pd(II) AND Pt(II) COMPLEXES: PREPARATION, SPECTROSCOPIC INVESTIGATION, STRUCTURAL STUDIES AND BIOLOGICAL ACTIVITY

PM3 semiempirical study and its comparison with X-ray crystal structure of 2-methyl-4-(4-methoxyphenylazo)phenol

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