Absorption and fluorescence spectra and fluorescence quantum yields of 18 D-;π-A push-pull compounds were measured. The investigated chromophores consist of 4,5-dicyanoimidazole — bearing donor — substituted and systematically extended π-conjugated spacers. The influence of temperature and s...
One chiral Cu(I) metal–organic framework {[Cu(DCI)]·0.1Cyc·0.45Nbenz}n (1) (HDCI = 4,5-dicyanoimidazole, Cyc = cyclohexanol, Nbenz = nitrobenzene), was obtained under solvothermal condition. Complex 1 presents a 3D chiral porous framework with 38.2% porosity. The 3D metal–organic framework c...
The reaction of [60]fullerene with 2-diazo-4,5-dicyanoimidazole affords new compound 4 which contains an electron poor aromatic heterocycle attached to the fullerene sphere.
Six branched and stable push–pull chromophores featuring 4,5-dicyanoimidazole as an acceptor moiety, an N,N-dimethylamino group as a donor and various π-conjugated linkers are reported. Systematic extension of the π-linker revealed that the optical and electrochemical properties of A–π–D c...
A novel one-pot protocol for the synthesis of symmetrical dinucleoside tri-, tetra-, and pentaphosphates, and their phosphonate analogs simply from nucleoside 5′-phosphoropiperidates has been developed by utilizing 4,5-dicyanoimidazole-promoted tandem P–O coupling reactions.
Synthesis of 1-methyl-2-fluoro-4,5-dicyanoimidazole was accomplished by halogen exchange between 1-methyl-2-bromo-4,5-dicyanoimidazole and potassium fluoride with catalytic 18-crown-6 ether in diglyme. Halogen exchange between 1-methyl-2-bromo-4,5-dicyanoimidazole and lithium chloride in N-methy...
Calculations at HF, DFT (CAM-B3LYP) and MP2 level were carried out with a 6-31+G(d,p) basis set to estimate the polarizability α, the first β and second hyperpolarizability γ and reorganization energy λ of 4,5-dicyanoimidazole chromophore 1 and derivatives formed by adding a benzene ring 2, ...
A general and efficient P(V)–N activation method for the preparation of symmetrical and asymmetrical dinucleoside polyphosphates (NpnN′s, n=2–4) and P2,P3-CX2-dinucleoside tetraphosphates (X=H, F, and Cl) has been established. Twenty-two dinucleoside polyphosphates and their phosphonate analo...
The aim of this study was to examine the possible skin sensitizing effect of oximes, employing an α, β-unsaturated oxime as the model compound. Oximes are not frequently used as biologically active compounds. However, they have been shown to possess both anti-inflammatory and anti-allergic act...
Stereochemistry of N-benzoyl-2r,6c-diphenylpiperidin-4-one oxime (1), N-benzoyl-3t-methyl-2r,6c-diphenylpiperidin-4-one oxime (2), N-benzoyl-3t-ethyl-2r,6c-diphenylpiperidin-4-one oxime (3), N-acetyl-2r,6c-diphenylpiperidin-4-one oxime (4) and N-acetyl-3t-methyl-2r,6c-diphenylpiperidin-4-one oxi...
The action of chlorine on oximes in hydrogen fluoride as a medium gives gem-dihalogenoalkanes. The reaction proceeds through the intermediate formation of gem-chloronitrosoalkanes. The relative proportions between gem-dichloro, -difluoro and -fluorochloro compounds are dependent on the presence ...
The microwave spectra of cyclohexanone oxime and d1 (=NOD) and d4(2,2,6,6-d4) derivatives were observed in the frequency range from 8 to 40 GHz in the ground and excited vibrational states. The rotational constants were determined to be A = 3799.844(48), B = 1513.7912(23), and C = 1189.6118(29) ...
Intramolecular cyclisation of acyclic triene esters derived from dichloromaleic anhydride affords bicyclic lactones, which by dechlorodecarboxylation, dechlorination or dehydrochlorination are readily elaborated to give novel unsaturated lactones.
Recently, the natural products maleic anhydride 1 and maleimides 2 and 3 have been isolated from the mycelium of Antrodia Camphorata, each displaying activity in LLC cell lines. We describe a concise synthesis of each of these natural compounds utilizing C–C cross-coupling methodology, namely, ...
Synthetic background for the preparation of alkyl substituted maleic anhydrides and maleimides based on radical alkylation of 2,3-dichloromaleic anhydride (maleimide) by hydrocarbons was developed. The best conditions for the selective synthesis of 2-alkyl-3-chloro- and unsymmetrically substitut...
The molecular structure of gaseous dichloromaleic anhydride has been investigated by electron diffraction at a nozzle-tip temperature of 164–170°C. The molecule is planar to within experimental error, but small deviations from planarity corresponding to torsion up to about 10° around the carb...
Reaction of amides derived from dichloromaleic anhydride and β-aminomelhylstyrenes affords unstable Diels Alder adducts, which give via competing processes a number of products including pyrrolidinones by a novel sequence of dehydrochlorination and subsequent ring-opening of a cyclohexadiene. t]
A number of flexible chloropolyesters based on tetrachlorophthalic anhydride, maleic anhydride, dichloromaleic anhydride and mixed glycols have been formulated and synthesized. These chloropolyesters have been characterised for gel time and exotherm peak temperature, tensile strength, percentage...
Isomeric 1:1 complexes and higher order complexes are formed between dichloromaleic anhydride and either durene, pentamethylbenzene or hexamethylbenzene in carbon tetrachloride solution. The electron affinities of dichloromaleic anhydride and maleic anhydride as calculated from the charge transf...
The development of new materials to be employed as active layer in organic semiconductor devices is a highly important research field. Alongside high performance, low cost and environmental safety are among the sought device characteristics. Previously the formation of PAni/Babassu polymer blend...
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