Masaru Furusyo

New syntheses and spectral properties of diazepine fluorescent dyes with non-planar molecular structure

Two types of new diazepine fluorescent dyes were synthesized by the condensation of N-(4-substituted-4-oxo-2-buten-2-yl)diaminomaleonitrile and 2,3-dicyano-6H-1,4-diazepines with an arylaldehyde. Regioselective condensation reaction are observed and their reactivities are evaluated from their optimized molecular structures obtained by means of the ab initio molecular orbital calculation methods. Substituent effects of the donor moiety to absorption and fluorescent properties in solution were correlated with chromophoric systems with regard to the non-planar diazepine moiety. A strong intramolecular charge-transfer chromophoric system of dyes are confirmed and its large Stokes shift of over 100 nm resulted in emission of red fluorescence. These dyes are of current interest as a red light emitter for electroluminescence devices.

Spectral Properties of tetrathiabenzoquinones and their self-assembly in the solid state

Abstract Bis(1,4-dithiacyclohexano)[2,3-b:2′,3′-e]-1,4-benzoquinone 3a and analogous cyclic dithiaquinone derivatives were synthesized. The difference (Δλ) in λmax of these dyes between the solution phase and vapor deposited thin film indicates the degree of strength of the intermolecular π-π interactions in the solid state. The Δλ values were largely affected by the interlayer distances and the steric requirements of the molecules. The three dimensional molecular stacking of dye 3a was evaluated by X-ray crystal analysis and the substituent effects on the properties of analogous dyes were evaluated by the MOPAC and AMPAC calculation methods. The vapor deposited thin film of dye 3a gave large 3rd order nonlinear optical susceptibility. The intermolecular π-π interactions of the dye molecules play an important role for these special functionalities.

Induction of one-handed helical oligo(p-benzamide)s by domino effect based on planar-axial-helical chirality relay

One-handed helical oligo(p-benzamide)s were induced via the domino effect based on the planar-axial-helical chirality relay triggered by a planar chiral transition-metal complex at the terminal position as the single chiral source.