• Journal of the Korean Chemical Society
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• v.63 no.3
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• pp.216-219
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• 2019

• Journal of the Korean Chemical Society
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• v.38 no.12
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• pp.908-914
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• 1994

6a-Hydroxy- and 6a-methoxy-derivatives (1∼6) of octahydro-2,3-dioxo-cyclopenta[b]-pyrrole-3a-carboxylate were synthesized from oxalylation of enamine A, which was prepared from condensation of five-membered cyclic ${\beta}$-keto ester and phenylalkylamine, followed by addition of water or methanol. The formation of heterocyclic ring was assumed to occur by the way of unstable N-acyliminium (B). Stable adduct C (1∼6) was obtained from nucleophilic addition to the endo-ene type pyrrolinium B.

• Applied Chemistry for Engineering
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• v.7 no.6
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• pp.1061-1068
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• 1996

The conducting polymer composites were prepared by imbibing the porous particle wish the $FeCl_3$ oxidant solution, drying the imbibed porous particle, and imbibing again with pyrrole solution for polymerization to take place in the pore of porous particles. The effect of synthesis conditions on the conductivity of composite polymers were investigated. It was found that the conductivity of composite polymers was dependant on the concentration of pyrrole monomer, nature of the oxidants and solvents used for the oxidant and pyrrole, which influence the degree of penetration/distribution of polyprrole in the composite and reaction of dopant with pyrrole.

• Bulletin of the Korean Chemical Society
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• v.32 no.3
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• pp.768-778
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• 2011

Calixpyrroles and related macrocycles are non-planer synthetic anion receptors that have attracted considerable attentions in recent years. Although the synthesis of calix[4]pyrrole (known as meso-octamethylporphyrinogen) was reported more than 100 years ago, the anion binding properties were first discovered in 1996. The simple calix[4]pyrroles can be synthesized in single step in high yield by condensation of pyrrole with acetone. The compounds showed preferential binding for halide anions including fluoride, phosphate, carboxylate, and chloride in organic media. Efforts to improve the anion affinity of calix[4]pyrrole and to enhance its selectivity have led to the synthesis of a variety of new calixpyrrole derivatives. Among the various modifications, introduction of straps on one side of the calix[4]pyrroles are the most effective. Incorporation of aromatic rings other than pyrroles also exhibited interesting binding behaviour. Introduction of signalling units as part of the strapping element enable to detect the anions on chromogenic or fluorogenic fashion. Finding of the anion transport properties across the membrane and cytotoxic effects of the calix[4]pyrroles open new window for calixpyrrole-related research. The polymer-incorporated systems have also been employed as anion complexants in solvent-solvent extraction. These old, yet easy-to-make macrocycles have well advanced more recently with the discovery of the ion-pair complexation properties. In this review, the synthetic developments and anion binding properties of calixpyrroles for the last decades will be discussed and will cover the advances in calixpyrrole chemistry.

• Journal of the Korean Society of Tobacco Science
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• v.10 no.2
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• pp.123-130
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• 1988

The volitile compounds Produced from the Maillard reaction of D-glucose and DL-alanine or DL-$\alpha$-aminobutyric acid using water or propylene glycol as a reaction amdeum were analysed by gas chromatofiraphy and mass spectrometry. From two kinds of reaction products in water 18 compounds were identified. The major compounds in a reaction product of glucose with alanine were 5-hydroxy methyl-2-furfural, 2-acetyl pyrrole and 2-formyl-5-methyl pyrrole, and those in a reaction product of glucose with $\alpha$-aminobutyric acid were 2-ethyl crotonaldehyde and 2-methyl-3, 5-dihydroxy-4H-pyran-4-one including the above 3 compounds. From two kinds of reaction products in propylene glycol solution, 35 compounds were identified. The major compounds in a reaction product of glucose with alanine were alkyl pyraainef, 2-methyl furfuryl alcohol and 2-acetyl pyrrole, and those in a reaction product of glucose with $\alpha$-aminobutyric acid were propionaldehyde PGA, 2-ehtyl crotonaldehyde, 2-acetyl pyrrole and 2-acetyl-5-ethyl furan.

• Bulletin of the Korean Chemical Society
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• v.20 no.8
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• pp.948-952
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• 1999

Electrophilic substitutions on β-position of 2,5-dimethyl pyrrole have been investigated theoretically. The electron donating methyl groups enrich electron densities on C-3, C-4 positions and π* interactions with methyl groups substituted on C-2 and C-5 positions pushed up the HOMO level of the pyrroles consequently induce rapid substitutions on C-3, C-4 sites. Substitution of phenylsulfonyl group on nitrogen stabilized LUMO levels through weak π bonding interactions. Unexpected deoxidation reaction underwent on the sulfonyl group substituted at C-3 position. The structures were solved by X-ray crystallography. Meanwhile, gas phase HF/6-31G* and density functional method (B3LYP/6-31G*) calculations gave favorable energies for 1-phenylsulfinyl pyrrole (6) over 3-phenylsulfinyl pyrrole (5) by 3.6-4.7 kcal/mol which is contrary to the experimental result. However the methods involve the effects of molecular polarizability and solvent, molecular dynamics (MD) and ab-initio self consistent reaction field (SCRF) calculations showed same trend as experiments. According to MD calculations, compound 5 is more stable than compound 6 by 4.15 kcal/mol and the SCRF, HF/6-31G* calculations gave more stable energy value for structure 5 than 6 by 0.03 kcal/mol.

• Archives of Pharmacal Research
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• v.13 no.4
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• pp.351-354
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• 1990

2, 3-diphenyl-4-cyano-pyrrole-5-thione (4) was either by the reaction of benzoin (1) and cyanothioacetamide (3) followed by cyclization using AcOH/sodium acetate or by refluxing a mixture of benzoin (1) and cyanothioacethamide in pyridine to afford directly 4. Several new pyrrole and pyrazole derivatives were synthesised using 4 as synthon. The structure of the newly synthesised derivatives were based on celemental and spectral data studies. Methylation of the SH group in 4 afforded 5. Reaction of 4 with ethyl bromo acetate afforded (6). Treatment of (5) and (6) with hydrazine hydrate afforded the same pyrazole derivative (10) through the intermediate (9). Treatment of 6 with aniline and phenylhydrazine afforded the pyrrole derivatives 8a, b respectively. Treatment of 6 while dill HCI gave 2, 3-diphenyl-4-cyano-pyrrole-5-one (7). Treatment of 6 with $NH_3$/EtOH afforded the amidic derivatives (11) with treatment of 6 $NH_3$/ heat then acidification it gave the carboxylic derivatives (12).

• Bulletin of the Korean Chemical Society
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• v.29 no.3
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• pp.599-603
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• 2008

The complexes Pd(nbmtp)Cl2 and Pt(nbmtp)Cl2 (nbmptp = 1-nonyl-3,4-bis(methylthio)pyrrole) were prepared and their x-ray structures were determined at room temperature. The four-coordinated metal unit and the pyrrole ring formed a nearly planar geometry. The free ligand dissolved in CH2Cl2 produced two luminescence bands associated with the lone-pair electron of S (l max = 525 nm) and the pyrrole p electron (l max = 388 nm). When the two complexes were dissolved in CH2Cl2, these two luminescence bands were also observed, although the low-energy band was blueshifted. For the crystalline Pt(II) complex, only the strong charge transfer band (l max = 618 nm) from the d* orbital of Pt resulted from excitation of the lone-pair electron of S.

• Korean Chemical Engineering Research
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• v.46 no.4
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• pp.777-782
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• 2008

Using ultrasonic-induced polymerization of pyrrole, mesoporous $TiO_2$ thin film with polypyrrole nanoparticles was prepared. Polypyrrole nanoparticles were ultrasonically synthesized in the mother solution of mesoporous $TiO_2$ before spin-coating. The polypyrrole particles were well dispersed in the solution. After spin-coating and calcinations process, the nanocomposite films have well-organized pore channels without pore-collapse, and polypyrrole nanoparticles are well dispersed in mesoporous $TiO_2$ matrix. The pore size and light absorbance of the mesoporous nanocomposite thin films were controlled by using different template materials, and by using different amount of pyrrole monomer, respectively.

• Journal of the Korean Electrochemical Society
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• v.1 no.1
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• pp.52-54
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• 1998

Polypyrrole (PPy), Poly(N-methyl Pyrrole) (PMPy) and Poly(N-phenyl Pyrrole) (PPhPy) films in acetonitrile (Af and propylene carbonate (PC) have been compared focusing on their different ion and solvent transport behaviors. During the redox reaction of PPy films, cation, anion, and solvent take part in mass transport. Whereas during the redox reaction of PMPy and PPhPy films, anion and solvent transport are dominant but cation transport is negligible. In addition, solvent transport occurs in the same direction with cation transport for PPy films. On the other hand, solvent transport occurs in the opposite direction to anion transport for PMPy films, and it changes its amount and direction with the kind of the dopant anion and the solvent used at electropolymerization for PPhPy films.