• Bulletin of the Korean Chemical Society
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• v.16 no.9
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• pp.805-808
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• 1995

Diacetone-D-glucose was converted into 5-azido-6-O-benzoyl-3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-D-glucofuranose. After removal of isopropylidene and benzoyl protecting groups, hydrogenation performed reduction of azide and subsequent cyclization by reductive amination to give 3-O-benzyl-1-deoxy nojirimycin in high yield. The second azide group was introduced on 2-carbon by selective substitution reaction, and reduction of azide to amino group gave titled compound.

• Bulletin of the Korean Chemical Society
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• v.17 no.9
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• pp.826-830
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• 1996

Fourier transform infrared (FTIR) temperature studies were performed to examine the microstructural changes that occur in annealing process of the thin films of 1,2-polybutadiene (1,2-PBu)/palladium chloride (PdCl2) complex. The disappearance of the infrared absorption intensities at 1640, 1418, 994 and 910 cm-1 signifies the consumption of 1,2-vinyl groups of 1,2-PBu. The progressive loss of unsaturation and production of methyl groups as a function of temperature were identified by the enhanced infrared absorption intensities at 1447 and 1375 cm-1. The loss of pendent carbon-carbon double bond is considered to involve both palladium-catalyzed addition reaction and thermally induced cyclization.

• Polymer(Korea)
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• v.24 no.2
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• pp.182-193
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• 2000

Molar cyclization equilibrium constant (K$_{x}$) of poly(alkylene terephthalate) (PAT) cyclics was calculated by the Monte Carlo simulation on the basis of rotational isomeric state (RIS) model. The experimental $K_{x}$ of PAT cyclics, which was not clearly explained by the Jacobson-Stockmayer theory and the method of Flory, Suter, and Mutter however, was explained well by the direct computational method with the reaction radius ${\gamma}$=0.5 < ${\gamma}^{2}$> $^{1/2}$. The effect of PAT conformation on $K_{x}$ of PAT cyclics was investigated by changing its statistical weight parameters, ${\sigma}_{1}$ and ${\sigma}_{2}{\cdot}K_{x}$ of PAT cyclics obtained by the direct computation method with various radii and the radius ${\gamma}$=0.5 < ${\gamma}^{2}$> $^{1/2}$ was slightly changed with ${\sigma}_{1}$ and ${\sigma}_{2}$. Consequently, it was concluded that $K_{x}$ of PAT cyclics is strongly dependent on the configuration of each PAT and affected by the change of its conformation to some extent.

• Journal of the Korean Chemical Society
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• v.51 no.3
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• pp.258-264
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• 2007

Novel fluoride sensory systems have been successfully developed. Previously developed method of the fluoride-induced lactonization to fluorescent molecules was detailed, and newly developed fluoride-induced aromatic cyclization scheme was introduced. Based on the strategies using the specific affinity of fluoride to silicon, our systems are highly selective for fluoride ion. Incorporation of the developed sensor to a conjugated polymer has successfully enhanced its sensitivity to fluoride ion.

• Journal of the Korean Applied Science and Technology
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• v.24 no.2
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• pp.109-116
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• 2007

2-Chlorobenzoyl hydrazine refluxed with benzoyl isothiocyanate and phenyl isothiocyanate in ethanol for 3 hours to give benzamide derivative (1) and anilinederivative (2) on yield of 71%and 95%, respectively. Benzamide derivative (1) reacted with ethanolic sodium hydroxide on reflux to afford cyclization product (3), followed by general substitution reaction of two steps to give acetamide (5), and derivatived acetamides 7a-7k, while aniline derivative (2) reacted with ethanolic sodium hydroxide on reflux to afford another cyclization product (4). Thiol (4) reacted with N-phenyl chloroacetamide in the presence of potassim carbonate to give acetamide derivative (6). Compounds 1-7kwere evaluated for their growth inhibition against five cancer cell lines, including human lung carcinoma (A-549), human prostate cancer (DU145), human colon adenocarcinoma (HT-29), human malignant melanoma (SK-MEL-2) and human ovary malignant ascites (SK-OV-3) with sulforhodamine B (SRB) assay. All compounds (1-7k) showed low inhibition activities under 50% on 100M concentration.

• Proceedings of the Korean Institute of Electrical and Electronic Material Engineers Conference
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• 2010.06a
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• pp.129-129
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• 2010

The conjugated oligomers with rigid and fused-ring structures are of interest for the solution-processable organic thin film transistors (OTFTs) due to their well defined structure and high purity. In this study, alkyl substituted benzothiophene based oligomers were synthesized by a novel route, the key point of which is the acid-induced intermolecular cyclization reaction of aromatic methyl sulfoxides, and were confirmed by $^1H$-NMR and FT-IR studies. The obtained oligomers showed the good solubility in common organic solvents such as hexane, chloroform, and dimethylchloride at room-temperature, which is due to the introduced alkyl chain. The physical and optical properties of the oligomers were studied using differential scanning scalorimetry (DSC), cyclic-voltammetry (CV), UV-visible and PL spectra studies. Solution processed OTFT device based on synthesized oligomers show a high hole mobility of up to $0.01\;cm^2V^{-1}s^{-1}$, $I_{on}/I_{off}$ of $10^5$ and threshold voltage of -14V.

• Elastomers and Composites
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• v.52 no.2
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• pp.143-153
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• 2017

Herein we studied the characterization of the PBO films formed via solution casting and thermal cyclization of poly(o-hyroxyamide)s(PHAs) that were synthesized by direct polycondensation of 3,3'-dihydroxybenzidine with 4,4'-(2,3-quinoxalinedioxy) dibenzoic acid and/or 4,4'-(2,3-pyridinedioxy) dibenzoic acid. All the PHAs exhibited inherent viscosities in the range of 0.55~0.84 dL/g in DMAc solution. The copolymers, CPH-2-5, were partially soluble in less polar solvents like pyridine and THF. However, all the PBOs were not soluble in polar solvents, but only partially soluble in sulfuric acid. The temperatures corresponding to 10% weight loss of the PBOs with increasing content of quinoxalinedioxy unit were higher than those of the PHAs, and the char yields at $900^{\circ}C$ in $N_2$, tensile strength, and initial modulus of the PBOs were 1.1~1.3 times, 1.2~1.8, and 1.6~3.3 times higher, respectively, than those of the PHAs. The LOI value of CPB-2 was 38.5%, while that of CPB-1 was the highest at 40.0%. The LOI test confirmed that excellent flame retardants were synthesized.

• Journal of the Korean Chemical Society
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• v.35 no.4
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• pp.410-413
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• 1991

A tripledecker sandwichcomplex, bis(${\eta}^5$-cyclopentadienyl)-${\mu}$-(${\eta}^6$-2,3-dialkyl-1,4-dimethyl-1,4-dibora-2,5-cyclohexadiene)dicobalt 1 was synthesized as a starting material. By the reaction of compound 1 with the excess 3-hexyne two kinds of sandwichcomplexes, cyclopentadienyl(${\eta}^6$-2,3-dialkyl-1,4-dimethyl-1,4-dibora-2,5-cyclohexadiene)cobalt 2 and cyclopentadienyl(${\eta}^6$-hexaethyl benzene)cobalt 3 were separated. The complex 3 was decomposed during purifying at RT to give a cyclization product of 3-hexyne, hexaethyl benzene.

• Bulletin of the Korean Chemical Society
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• v.15 no.2
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• pp.154-161
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• 1994

Studies have been conducted to explore single electron transfer (SET) induced photocyclization reactions of N-(trimethylsilylmethylthioalkyl)phthalimides (alkyl=ethyl, n-propyl, n-butyl, n-pentyl, and n-hexyl). Photocyclizations occur in methanol in modest to high yields to produce cyclized products in which phthalimide carbonyl carbon is bonded to the carbon of side chain in place of the trimethylsilyl group. Mechanism for these photocyclizations involving intramolecular SET from sulfur in the ${\alpha}$-silylmethylthioalkyl groups to the singlet excited state phthalimide moieties followed by desilylation of the intermediate ${\alpha}$ -silylmethylthio cation radicals and cyclization by radical coupling is proposed. In contrast, photoreactions of N-(trimethylsilylmethylthioalkyl)phthalimides in acetone follow different reaction routes to produce another cyclized products in which carbon-carbon bond formation takes place between the phthalimide carbonyl carbon and the carbon ${\alpha}$ to silicon and sulfur atoms via triplet carbonyl hydrogen abstraction pathway. The normal singlet SET pathway dominates this triplet process for photoreactions of these substances in methanol while the triplet process dominates the singlet SET pathway for those in acetone. The efficient and regioselective cyclization reactions observed for photolyses in methanol represent synthetically useful processes for construction of medium and large ring heterocyclic compounds.

• Bulletin of the Korean Chemical Society
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• v.13 no.2
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• pp.166-172
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• 1992

Studies have been conducted to explore single electron transfer (SET) induced photocyclization reactions of N-(trimethylsilylmethoxyalkyl)phthalimides(alkyl=E thyl, n-propyl, n-butyl, n-pentyl, and n-octyl). Photocyclizations occur in methanol in high yields to produce cyclized products in which phthalimide carbonyl carbon is bonded to the carbon of side chain in place of the trimethylsilyl group. Mechanism for these photocyclizations involving intramolecular SET from oxygen in the $\alpha-silylmethoxy$ groups to the singlet excited state phthalimide moieties followed by desilylation of the intermediate $\alpha-silylmethoxy$ cation radicals and cyclization by radical coupling are proposed. In contrast, photoreaction of N-(trimethylsilylmethoxyethyl) phthalimide in acetone follows different reaction routes to produce two cyclized products in which carbon-carbon bond formation takes place between the phthalimide carbonyl carbon and the carbon $\alpha$ to silicon and oxygen atoms via triplet carbonyl hydrogen abstraction triplet carbonyl silyl group abstraction pathways. The normal singlet SET pathway dominates these triplet processes for photoreaction of this substance in methanol. The efficient and regioselective cyclization reactions observed for photolysis in methanol represent synthetically useful processes for construction of medium and large ring heterocyclic compounds.