Tomoyuki Haraguchi

6-[(R)-(2-Hy­droxy-1-phenyl­eth­yl)amino­methyl­idene]-4-(2-phenyl­diazen-1-yl)cyclohexa-2,4-dien-1-one

The title chiral photochromic Schiff base compound, C21H19N3O2, was synthesized from (R)-(−)-2-phenylxadglycinol and salicylxadaldehyde of azoxadbenzene derivative. The molxadecule exhibits the keto–amine tautomeric form and displays characteristic features of azoxadbenzene derivatives. The diazenyl group adopts a trans (E) conformation, with N=N bond length of 1.260u2005(2)u2005A. The hyxaddroxy group is involved in an interxadmolecular O—H⋯O hydrogen bond.

Polarized Light-Induced Molecular Orientation Control of Rigid Schiff Base Ni(II), Cu(II), and Zn(II) Binuclear Complexes as Polymer Composites

We have investigated linearly polarized UV light-induced molecular orientation due to Weigert effect of composite materials of new six binuclear nickel(II), copper(II), and zinc(II) complexes of two rigid Schiff base ring ligands (L1 and L2) composite materials with methyl orange (MO), an azo-dye, in polyvinylalchol (PVA) cast films. To compare the degree of molecular orientation, two ligands, namely flexible aliphatic cyclohexane (ML1: NiL1, CuL1, ZnL1) and rigid aromatic (ML2: NiL2, CuL2, ZnL2), were synthesized using amine moiety. We have also characterized these complexes by means of elemental analysis, IR, and UV-vis spectra, single crystal or powder X-ray diffraction (XRD) analysis, and so on. Composite materials of ML1 or ML2+MO+PVA were also prepared to separately disperse the solutes in a polymer matrix. For any metal complexes, optical anisotropy (represented as the R parameters) of ML2+MO+PVA was larger than ML1+MO+PVA because of the rigidness of the ligands.

Substituent Effect of Chiraldiphenyl Salen Metal (M = Fe(II), Co(II), Ni(II), Cu(II), Zn(II)) Complexes for New Conceptual DSSC Dyes

The authors have designed and synthesized new chiral salen-type metal (M = Fe, Co, Ni, Cu, Zn) complexes (1-5) for new conceptual dyes (co-sensitizer or colorful multi-dyes) of DSSCs (dye-sensitized solar cells). The authors measured substituent effects on their absorption spectra and redox properties, and compared them with TD-DFT (time-dependent density functional theory) calculations. Electron withdrawing groups resulted in red-shift of ultraviolet-visible (UV-Vis) spectra. For the first time, the authors also proposed and confirmed the importance of substituent effects on their electric transition dipole moments, calculated by TD-DFT for designing dyes. Chemisorption for TiO2 of the complex by carboxyl groups was confirmed by XPS measurement. In view of electronic properties, all compounds have the possibility to be dyes of DSSCs.

Potassium 3-formyl-[1,1′-biphen­yl]-4-olate monohydrate

The title salt, K+·C13H9O2−·H2O, was synthesized from 5-bromoxadsalicylxadaldehyde and a phenylxadboronic acid derivative using the Suzuki–Miyaura cross-coupling reaction (Miyaura & Suzuki, 1979). In addition to the interxadmolecular interxadactions between the charged species, two O—H⋯O hydrogen bonds involving the isolated water molxadecules further stabilize the crystal packing of the title salt leading to the formation of a three-dimensional framework structure.