56486-55-6

Upstream product

• 21004-11-5 2,5-dimethoxyterephthalic acid 
• 173267-23-7 diethyl-2,5-dimethoxy-1,4-benzenedicarboxylate 
• 21004-12-6 2,5-dimethoxyterephthalic acid dimethyl ester 

Downstream Products

• 443643-19-4 1,4-bis(acylpyridin-2'-ylamidrazone)-2,5-dimethoxybenzene 
• 906072-82-0 bis-N,N-(p-nitrophenyl-2,2-diphenylethyl-12-aminododecyl phosphate)-2,5-dimethoxyterephthalamide 
• 1541182-76-6 C₉₀H₁₀₂N₁₂O₂₂ 
• 443643-12-7 1,4-bis(5'-(pyridin-2-yl)-1'H-1',2',4'-triazol-3'-yl)-2,5-dimethoxybenzene 

Relevant academic research and scientific papers

Hydrogen Bond-Induced Rigid Oligoanthranilamide Ribbons That Are Planar and Straight

(Matrix presented) A new series of oligoanthranilamides has been synthesized starting from suitably modified p-phenylenediamine and p-phthalic acid derivatives. Due to strong intramolecular three-center hydrogen bonds, the new oligomers self-assemble into highly stable straight and planar molecular ribbons, which have been characterized by X-ray crystallography and 1H NMR, IR, and UV-vis spectroscopy.

Structure elucidation of host-guest complexes of tartaric and malic acids by quasi-racemic crystallography

Racemic on the outside, but not inside: Aromatic-foldamer hosts are enantiomers and as such prefer to co-crystallize even though the guests (e.g. L-tartaric acid, see picture) in each host are not present as enantiomers. This behavior allows a one-step structure elucidation of diastereomeric and quasi-racemic structures in the solid state. Copyright

(Poly)terephthalates with Efficient Blue Emission in the Solid State

We prepared dimethyl and diaryl 2,5-dialkoxytere-phthalates from dimethyl 2,5-dihydroxyterephthalate in good-to-high yields via alkylation or a sequence of alkylation, hydrolysis, chlorination, and condensation. The absorption spectra of the dialkoxyterephthalates contain a small band at 332–355 nm, which could be assigned to intramolecular charge-transfer transition from the alkoxy to alkoxycarbonyl groups on the basis of theoretical calculations using density functional theory. The dialkoxyterephthalates exhibited blue fluorescence with moderate-to-excellent quantum yields not only in solution but also in the solid state, such as a poly(methyl methacrylate) (PMMA) film and a powder. The solid-state quantum yields of the diisopropoxy-substituted terephthalates were similar or considerably higher than those of the dimethoxy-substituted counterparts. Copolymerization of 2,5-diisopropoxyterephthaloyl chloride and 1,4-butanediol with or without terephthaloyl chloride gave brilliantly blue fluorescent polymers, whose quantum yields were 0.72 and 0.71 in toluene and 0.46 and 0.40 in the neat film, respectively. Furthermore, white emission was achieved when a fluorescent yellow 2,5-diaminoterephthalate was doped into the thin film of the blue fluorescent polymer at 0.4 wt %.

Aromatic oligoamide β-sheet foldamers

A rational approach for the construction of multi-stranded artificial β-sheets based not on hydrogen bonding, but rather on π-π aromatic stacking, is presented. Using 4,6-dinitro-1,3-phenylenediamine units, rigid turns were designed that allow face-to-face π-π interactions between appended linear aromatic segments to be strong enough for folding in an organic solvent, but weak enough to prevent aggregation and precipitation. Solution and solid-state studies on a series of turn units showed that the desired degree of rigidity, resulting from hindered bond rotation, could be fine-tuned by the inclusion of additional methyl substituents on the aromatic rings. The high degree of preorganization afforded by these qualities further allowed the facile preparation of macrocyclic sheet structures from their noncyclic precursors. These macrocycles were shown to have slow internal dynamics and defined conformational preferences. Using this background, three- and five-stranded artificial β-sheets were synthesized and their folded conformations extensively characterized in solution by NMR. The solid-state structures of the three- and five-stranded sheets were also elucidated in the solid state by X-ray crystallography and confirmed intramolecular π-π aromatic stacking.

Synthesis, spectroscopic and electrochemical properties of mononuclear and dinuclear bis(bipy)ruthenium(II) complexes containing dimethoxyphenyl(pyridin-2-yl)-1,2,4-triazole ligands

The ligands HL1 and H2L2 and the complexes [Ru(bipy)2L1]PF6·2H2O 1, [(Ru(bipy)2)2L2](PF6)2·7H 2O 2, { where HL1 = 3-(2′,5′-dimethoxyphenyl)-5-(pyridin-2″-yl)-1 H-1,2,4-triazole, H2L2 = 1,4-bis(5′-(pyridin-2″-yl)- 1′H-1′,2′,4′-triazol-3′-yl)-2,5-dimethoxybenzene and bipy = 2,2′-bipyridyl}, have been prepared and characterised, by NMR, UV-vis and emission spectroscopies and by electrochemical measurements. X-Ray crystal structures of ligands HL1, H2L2 and of the complex 1 are also reported. The dinuclear complex (2) exhibits a weak electronic interaction between the metal centres, which is modulated by the protonation state of the 1,2,4-triazole rings. The extent of the metal-metal interaction in these systems is compared with that observed in other pyridyl-1,2,4-triazole based dinuclear compounds of differing metal-metal distances.