• Bulletin of the Korean Chemical Society
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• 제27권12호
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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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• 제33권11호
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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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• 제30권8호
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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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• 제30권7호
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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.

• 한국응용과학기술학회지
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• 제14권3호
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• pp.47-53
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• 1997

• Bulletin of the Korean Chemical Society
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• 제9권6호
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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.

• 대한화학회지
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• 제25권6호
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• pp.390-393
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• 1981

${\beta}$-nitrostyrene 및 그 유도체에 Thioglycoic acid를 첨가시켜 다음과 같은 8가지 새로운 화합물을 합성하였다. 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. 이 물질들의 구조를 원소분석, UV, IR, NMR 스펙트럼등으로 확인하였다.

• 대한화학회지
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• 제35권3호
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• pp.258-261
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• 1991

${\alpha}$,N-diphenylnitrone에 cysteine과 thiophenol을 반응시켜 4개의 thiazolidine과 다음의 5가지 새로운 화합물을 합성하였다. ${\alpha}$,thiophenoxy-benzylidene aniline : ${\alpha}$, thiophenoxy-p-hydroxybenzylidene aniline : ${\alpha}$,thiophenoxy-p-chlorobenzylidene aniline : ${\alpha}$,thiophenoxy-p-methoxybenzylidene aniline : ${\alpha}$,thiophenoxy-p-nitrobenzylidene aniline. 이 화합물들의 구조는 원소분석, UV-, IR 및 NMR- 스펙트럼에 의해 확인하였다.

• 대한화학회지
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• 제33권1호
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• pp.120-126
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• 1989

pH 0.0∼14.00 범위에서 styrylphenylsulfone 유도체들의 가수분해반응에 대한 반응속도론적 연구가 25$^{\circ}$C의 50% 메탄올-물속에서 자외선 분광법으로 이루어졌다. 반응속도식과 치환기 효과(${\rho}$=1.85(pH 7.0), ${\rho}$=1(pH 13.0))로부터, pH 11.0이상에서는 전형적인 Michael형의 친핵성 첨가반응, pH 9.0이하에서는 물분자에 의한 일반 염기촉매반응, 그리고 pH 9.0∼11.0사이에서는 이들 두 반응이 경쟁적으로 일어남을 제안하였다.

• Bulletin of the Korean Chemical Society
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• 제29권4호
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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.