• Bulletin of the Korean Chemical Society
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• v.27 no.12
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• pp.1981-1984
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• 2006

Novel amphiphilic, thermo-responsive polyaspartamides which showed both LCST (lower critical solution temperature), and sol-gel transition were prepared and characterized. The polyaspartamide derivatives were synthesized from polysuccinimide, the polycondensate of aspartic acid monomer, via successive nucleophilic ring-opening reaction by using dodecylamine and N-isopropylethylenediamine (NIPEDA). At the intermediate composition ranges, the dilute aqueous solution exhibited a thermally responsive phase separation due to the presence of LCST. The phase transition temperature was controllable by changing the content of pendent groups. In addition, a physical gelation, i.e. the sol-gel transition was observed from the concentrated solutions, which was elucidated by dynamic viscoelastic measurements. These novel injectable and thermo-responsive hydrogels have potential for various biomedical applications such as tissue engineering and current drug delivery system.

• Bulletin of the Korean Chemical Society
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• v.33 no.11
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• pp.3696-3700
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• 2012

The colorimetric and fluorescent cyanide recognition properties of 2-[(9-ethyl-9H-carbazol-3-yl)methylene]-propanedinitrile (1) in $CH_3CN-H_2O$ (2/1, v/v, HEPES 10 mM, pH = 7.0) solution were evaluated. The optical recognition process of probe 1 exhibited high sensitivity and selectivity to cyanide ion with the detection limit of $2.04{\times}10^{-6}$ M and barely interfered by other coexisting anions. The sensing mechanism of probe 1 is speculated to undergo a nucleophilic addition of cyanide to dicyanovinyl group present in compound 1. The colorimetric and fluorescent dual-modal response to cyanide makes probe 1 has a potential utility in cyanide detection.

• Bulletin of the Korean Chemical Society
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• v.30 no.8
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• pp.1711-1714
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• 2009

We have described an efficient synthesis of quino[2,3-b][1,5]benzoxazepine α-aminophosphonate derivatives by the nucleophilic addition of triethyl phosphite to substituted quino[2,3-b][1,5]benzoxazepines promoted by easily available, inexpensive and mild catalyst KAl(S$O_4)_2{\cdot}12H_2$O(alum). The reactions proceed smoothly at room temperature under solvent-free reaction conditions and providing high yield of product in very short reaction time.

• Bulletin of the Korean Chemical Society
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• v.30 no.7
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• pp.1531-1534
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• 2009

(2S,3R)-3-Hydroxy-2-(hydroxymethyl)-3,6-dihydro-2H-pyridine 8, an important precursor for the synthesis of polyhydroxylated piperidine azasugars, has been prepared from L-serine. Highly stereoselective nucleophilic addition to amino aldehyde 5 gave the corresponding allylic alcohol 6 which proceeded to give dihydro-2H-piridine 7a via a Grubbs II catalyzed RCM. Stereoselective H-bond directed epoxidation of allylic alcohol led to the oxiranyl alcohol 9 which was easily converted to L-deoxyaltronojirimycin by regioselective ring opening.

• Journal of the Korean Applied Science and Technology
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• v.14 no.3
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• pp.47-53
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• 1997

• Bulletin of the Korean Chemical Society
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• v.9 no.6
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• pp.349-352
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• 1988

[(Benzene)Mn$(CO)_3$]$^+$ reacts with NaP(O) (OR)$_2$ (R = Me, Et, Ph) to give the phosphonate compound 1. Compound 1 reacts with R'Li (R = Me, Ph, $^nBu, ^tBu$) to yield the isomerized compound 2 and the alkylated compound 3. [(Toluene)Mn$(CO)_3$]$^+$ reacts with NaP(O)$(OMe)_2$ to give the phosphonate complexes 1-A and 1-B. Treatment of 1-A with $^tBuLi$ in THF affords complexes 3-A and 3-B with the later major. With 1-B only the complex 3-C is formed. [(Anisole)Mn$(CO)_3$]$^+$ reacts with NaP(O)$(OMe)_2$ to give the phosphate complex 1-C, which on treatment with $^tBuLi$ and then $H_2O$ yields compound 3-D. After demetallation of compound 3-D, meta-tertbutyl-anisole is obtained in a reasonable yield.

• Journal of the Korean Chemical Society
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• v.25 no.6
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• pp.390-393
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• 1981

Eight new compounds were prepared by the addition reaction of thioglycolic acid to ${\beta}$-nitrostyrene and its derivatives. s-[2-Nitro-1-phenylethyl]-thioglycolic acid; s-[2-nitro-1-(p-methyl)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(p-methoxy)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(p-chloro)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(p-bromo)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(p-nitro)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(3-methoxy-4-ethoxy)phenylethyl]-thioglycolic acid; s-[2-nitro-1-(3,4,5-trimethoxy)phenylethyl]-thioglycolic acid; The structure of these compound were identified by elemental analysis, UV, IR and NMR spectral data.

• Journal of the Korean Chemical Society
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• v.35 no.3
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• pp.258-261
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• 1991

Four thiazolidines and following five new compounds were prepared by the addition reaction of cysteine and thiophenol to ${\alpha}$,N-diphenylnitrones, respectively ; ${\alpha}$,thiophenoxy-benzylidene aniline ;${\alpha}$,thiophenoxy-p-hydroxybenzylidene aniline ; ${\alpha}$,thiophenoxy-p-chlorobenzylidene aniline ;${\alpha}$,thiophenoxy-p-methoxybenzylidene aniline ; ${\alpha}$,thiophenoxy-p-nitrobenzylidene aniline. The structure of these compounds were confirmed by the elemental analysis, UV-, IR-and NMR-spectra.

• Journal of the Korean Chemical Society
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• v.33 no.1
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• pp.120-126
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• 1989

The Kinetics of hydrolysis of styrylphenylsulfone derivatives in 50% methanol-water at 25$^{\circ}$C and ionic strength of 0.10 was investigated by UV spectrophotometry in the pH range of 0.0-14.0. The rate equations, which can be applied over a wide pH range, were obtained. The Hammett rho constants for the hydrolysis are 1.85 at pH 7.0 and 1.54 at pH 13.0, respectively. On the basis of the evidence, it is proposed that the general base-catalysis occurs in the hydrolysis of styrylphenylsulfone derivatives; above pH 11.0, Michael type nucleophilic addition take place, while below pH 9.0, the reaction is initiated by addition of water and from pH 9.0 to pH 11.0 these two reactions occur com-petitively.

• Bulletin of the Korean Chemical Society
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• v.29 no.4
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• pp.790-794
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• 2008

Nucleophilic addition reaction of benzenethiols (PhSH) to 1-(2-nitrovinyl) benzenes ($\beta$ NS) in the presence of triethylamine (TEA) has been studied in acetonitrile at 25 ${^{\circ}C}$. The rate is first order with respect to [PhSH], [TEA] and [$\beta$ NS]. The reaction is found to proceed with the formation of ion-pair between benzenethiol and TEA. A suitable mechanism with the formation of an adduct between ion-pair and substrate in a slow step followed by its rearrangement to 1,2-addition product in a fast step has been proposed and corresponding rate law derived. From the rate law, the rate constants for the interaction between ion-pair and $\beta$NS have been evaluated. Interestingly, in both para-substituted substrates and benzenethiols the rate increases with the electron-withdrawing power of the substituents. The positive sign of $\rho_x$ in benzenethiols has been explained. The magnitude of cross-interaction constant, $\rho_{xy}$ is small (0.08). The magnitude of the Hammett $\rho_x$ values is higher than that of the Bronsted, $\beta_x$ values for benzenethiols. The kinetic isotope effect, $k_H/k_D$, is found to be greater than unity. A suitable transition state with simultaneous formation of $C_\beta$ -H and $B_\alpha$ -S bonds involving the ion-pair and $\beta$NS in a single concerted step has been proposed to account for these observations.