• Bulletin of the Korean Chemical Society
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• 제25권4호
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• pp.491-500
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• 2004

The Lewis acid-catalyzed reactions of anthrone with a variety of ethylenic substrates under various conditions have been studied. It has been observed that depending on kinds of ethylenic substrates and catalysts, products were varied. In particular, the $ZnCl_2$-catalyzed reaction of anthrone with ${\alpha},{\beta}$ -unsaturated ester gave bridged compounds 3 (Diels-Alder adduct type) and mono-Michael adduct 4 exclusively, while the base-catalyzed reaction gave 10,10-bis-Michael adduct as a major product independent of the amount of ethylenic substrate and base. Bridged compounds 3 were easily converted to the corresponding mono-Michael adduct 4 by a catalytic amount of base. Further Michael reaction of mono-Michael adducts with different ethylenic substrates in the presence of a catalytic amount of alkoxide gave unsymmetrical 10,10-bis Michael adducts in good or moderate yields.

• 대한화학회지
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• 제47권4호
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• pp.354-362
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• 2003

Xestoquinone의 퓨란-접합된 4환계화합물에 대한 합성전략을 모델연구를 통하여 조사하였다. 출발물질로서 3-butyn-1-ol을 이용하여, 5-iodo-1-methoxymethoxypentyne(5)이 5단계를 거쳐 제조되었다. Ethyl 2-phenylpropanoate와 5의 반응으로부터 ethyl 7-methoxymethoxy-2-methyl-2-phenyl-5-heptynoate(6)가 88%의 수득율로 얻어졌으며, 6으로부터 중요한 중간체인 methyl 9-oxo-4-methyl-4-phenyl-2,7-nonadiynoate(13)가 6단계를 거쳐 합성되었다. 13의 분자내 고리화반응은 5%의 수득율로 isobenzofuran 14을 생성하였으며, Lewis acid 존재 하에서 4환고리 구조로 전환되었다.

• Bulletin of the Korean Chemical Society
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• 제29권10호
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• pp.1977-1982
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• 2008

Novel bicyclo[3.1.0]hexanyl purine nucleoside analogues were synthesized as potential antiherpetic agents via a bicyclo[3.1.0]hexanol (${\pm}$)-8, which was prepared using a highly efficient carbenoid cycloaddition reaction. A highly diastereoselective reduction of ketone and a Mitsunobu reaction for the condensation of glycosyl donor (${\pm}$)-12 with 6-chloropurine were employed.

• Carbon letters
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• 제10권4호
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• pp.325-328
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• 2009

This cycloaddition of [70]fullerene with methyl azidoacetate in benzene under ultrasonic irradiated condition afforded the closed [5,6]-bridged aziridino[70]fullerene derivative, which was unusual product of cycloaddition to the 5,6-junction of fullerene. Its structure was determined by FAB-MS, UV-vis, $^1H-$ and $^{13}C$-NMR spectral data. The closed [5,6]-bridged aziridino[70]fullerene-functionalized gold nanoparticle films were self-assembled using the layer-by-layer method on the reactive of glass slides functionalized with 3-mercaptopropyl trimethoxysilane. The functionalized glass slides were alternately soaked in the solution containing closed the [5,6]-bridged aziridino[70]fullerene and 4-aminothiophenoxide/hexanethiolate-protected gold nanoparticles. The closed [5,6]-bridged aziridino[70]fullerene-functionalized gold nanoparticle films have grown up to 5 layers depending on the immersion time. The self-assembled nanoparticle multilayer films were characterized using UV-vis spectroscopy showed that the surface plasmon band of gold at 527 nm gradually became more evident as successive layers were added to the films.

• 대한화학회지
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• 제47권6호
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• pp.591-596
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• 2003

아미노싸이에노피리다진(1a, b)과 아미노싸이에노쿠마린(2)은 DMFDMA와 축합반응을 하여 아미딘(3a, b)을 형성한다. 이 화합물들을 N-페닐말레이마이드와 반응시키면 화합물 9와 10이 얻어진다. 반면에 3a, b, 4, 18, 19, 20을 말레산 무수물과 반응시키면 포밀 유도체인 5a, b, 6, 21, 22, 23 들이 얻어진다. 아미딘 화합물 3a, b 를 다이에틸 퓨마레이트와 반응시키면 가수분해산물인 아미딘 14를 거쳐 11이 얻어진다. N-페닐말레이마이드를 마이크로웨이브 오븐에서 반응시키면 [2+2]와 [2+2+2] 고리첨가반응 산물이 얻어진다.

• Bulletin of the Korean Chemical Society
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• 제26권1호
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• pp.139-145
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• 2005

Artificial neural networks (ANNs), for a first time, were successfully developed for the modeling and prediction of solvent effects on rate constant of [2+2] cycloaddition reaction of diethyl azodicarboxylate with ethyl vinyl ether in various solvents with diverse chemical structures using quantitative structure-activity relationship. The most positive charge of hydrogen atom (q$^+$), dipole moment ($\mu$), the Hildebrand solubility parameter (${\delta}_H^2$) and total charges in molecule (q$_t$) are inputs and output of ANN is log k$_2$ . For evaluation of the predictive power of the generated ANN, the optimized network with 68 various solvents as training set was used to predict log k$_2$ of the reaction in 16 solvents in the prediction set. The results obtained using ANN was compared with the experimental values as well as with those obtained using multi-parameter linear regression (MLR) model and showed superiority of the ANN model over the regression model. Mean square error (MSE) of 0.0806 for the prediction set by MLR model should be compared with the value of 0.0275 for ANN model. These improvements are due to the fact that the reaction rate constant shows non-linear correlations with the descriptors.

• Bulletin of the Korean Chemical Society
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• 제33권12호
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• pp.4079-4083
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• 2012

The mechanism of the cycloaddition reaction between singlet state dichlorosilylene germylidene ($Cl_2Si=Ge:$) and acetone has been investigated with B3LYP/6-$31G^*$ and B3LYP/6-$31G^{**}$ method, from the potential energy profile, we predict that the reaction has one dominant reaction pathway. The presented rule of the reaction is that the two reactants firstly form a Si-heterocyclic four-membered ring germylene through the [2+2] cycloaddition reaction. Because of the 4p unoccupied orbital of Ge atom in the Si-heterocyclic four-membered ring germylene and the ${\pi}$ orbital of acetone forming a ${\pi}{\rightarrow}p$ donor-acceptor bond, the Si-heterocyclic four-membered ring germylene further combines with acetone to form an intermediate. Because the Ge atom in the intermediate hybridizes to an $sp^3$ hybrid orbital after the transition state, then, the intermediate isomerizes to spiro-heterocyclic ring compound involving Si and Ge (P4) via a transition state.

• Applied Biological Chemistry
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• 제35권5호
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• pp.395-398
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• 1992

Griseofulvin의 구조활성상관연구에서 6'-methyl기와 4'-oxo기가 생물활성에 있어서 중요한 인자라는 것이 예견되어, 6'-methyl기(基)를 phenyl기(基)로 치환한 6'-phenylgriseofulvin을 diels-alder부가환화로 합성하고 Botrytis allii 및 B. cinerea에 대한 항균활성을 paper disc 법으로 연구하였다. 6'-Phenylgriseofulvin은 $25\;{\mu}g/disc$에서 높은 항균활성을 나타냈다.

• Elastomers and Composites
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• 제45권4호
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• pp.286-290
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• 2010

Coumarin기가 포함된 액정성을 가진 단량체를 액정 상태에서 UV 조사에 의해 중합하였다. Cycloaddition 반응에 의해 coumarin 액정 단량체는 이량체로 전환되었으며, 광이량화 반응 후에도 액정성이 유지되었다. 그리고 이러한 이량체는 단량체의 액정범위 보다 넓은 영역에서 액정성을 나타내었다. 화합물의 구조는 FT IR 및 $^1H$ NMR에 의해 확인하였으며, 그들의 열적 상전이온도 및 열안정성들은 DSC, GPC 및 편광현미경에 의해 조사하였다. 광중합에 의해 생성된 고분자 생성물은 광학 편광 현미경 관찰에 의해 스멕틱 및 네마틱 조직을 갖는 쌍방성 액정성을 보였다.

• 청정기술
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• 제14권3호
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• pp.166-170
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• 2008

본 연구에서는 이미다졸륨계의 이온성액체를 실리카에 고정화시킨 촉매를 제조하고, 알릴글리시딜에테르(AGE)와 이산화탄소의 부가반응을 통한 이종 5원환 카보네이트의 합성반응에서 이 촉매의 반응특성을 고찰하였다. 고정화된 이온성액체는 chloropropyl 그룹이 도입된 실리카에 이미다졸이 고정화됨으로써 형성되었다. 제조된 촉매는 XRD, BET, $^{29}Si$ MAS-NM]t 그리고 SEM 등 다양한 기기분석을 통하여 특성분석을 수행하였다. $^{29}Si$ MAS-NMR을 통하여 chloropropyl 그룹이 부과된 실리카 표면에 이온성액체가 잘 형성 되어있었음을 관찰하였다. 고정화된 이온성액체 촉매는 반응온도 $80-120^{\circ}C$의 범위에서 AGE의 전환율이 55-67% 이고 생성물의 선택도가 85% 이상으로 우수한 반응성을 나타내었다. 또한 고정화된 이온성액체 촉매는 균일계 촉매인 1-n-butyl-3-methyl imidazolium bromide (BMImBr)보다 더 높은 AGE의 전환율과 생성물의 선택도를 나타내었다.