• 대한화학회지
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• 제55권6호
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• pp.1000-1006
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• 2011

A systematic study of Knoevenagel reaction and Nazarov cyclization was made on variety of less reactive carbonyl compounds such as ${\beta}$-ketoesters, 1,3-diketones and cyclic active methylene compounds using $Yb(OTf)_3$ as the catalyst. Recycling study confirms reusability of the catalyst without much loss of activity.

• 대한화학회지
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• 제55권3호
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• pp.430-435
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• 2011

화력발전소에서 배출되는 석탄회를 이용하여 메조다공성 소재인 MCM-41을 제조하였다. 제조한 소재는 XRD, FTIR, SEM 및 EDS 방법으로 특성을 규명하였다. 이 소재의 촉매활성을 방향족 알데히드와 malonontrile의 Knoevenagel축합 반응에서 5-arylindene malononitriles의 합성에 대해 연구하였다. 이 방법의 특징은 쉬운 취급법, 안정성, 촉매의 재사용 및 생태친화성, 고수율, 짧은 반응시간, 간단한 실험과정 및 마무리 절차 등을 들 수 있다.

• 대한화학회지
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• 제49권4호
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• pp.377-380
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• 2005

• 대한화학회지
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• 제7권1호
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• pp.85-90
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• 1963

The Knoevenagel reaction of fluorinated carbonyl compounds, 1,1,1-trifluoro-propanone-2-heptafluoro-butyraldehyde, 1,3-dichloro-1,1,3,3-tetrafluoro-acetone, tetradecafluoro-heptanone-4 and 2,2,2-trifluoro-acetophenone yielded fluorinated ${\beta},{\beta}$-dialkyl-${\beta}$-hydroxy acids. Dehydration of the acids do not give the olefinic acid in the case of the perfluorinated system and gave a lactone. From the consideration of electronic and steric effects a mechanismic path of the reaction via a carbanion intermediate was proposed for the reaction. Preparation of related derivatives are also described.

• Korean Chemical Engineering Research
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• 제44권4호
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• pp.417-423
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• 2006

실리카계 메조 물질 MCM-41 지지체 위에 여러 방법으로 aminopropyltrimethoxysilane(APMS)을 표면 기능화 시킨 염기촉매를 제조하였고 표준 염기반응인 Knoevenagel 축합반응을 수행하여 촉매적 활성을 측정하였다. Methyltrimethoxysilane으로 추가 표면처리하거나, APMS를 염소함유 유기실란과 축합하여 2차 아민 형성 후 고정화시킨 MCM-41 촉매(BAPM)를 제조한 결과, MCM-41 표면의 잔류 OH를 제거하고 물과의 수소결합으로 아민 활성점의 기능이 약화되는 것을 억제하여 높은 TON을 얻을 수 있었다. 코팅에 의해 표면에 많은 양의 아민이 고정화된 MCM-41은, 세공 내부의 반응 공간이 줄어들고, 인접한 아민 간의 수소결합으로 인하여 낮은 염기도가 예상되며 촉매 활성도 상대적으로 낮았다. 제조한 촉매 중에는 BAPM이 촉매 활성이 가장 우수하였다.

• Bulletin of the Korean Chemical Society
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• 제30권11호
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• pp.2833-2836
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• 2009

• Bulletin of the Korean Chemical Society
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• 제31권9호
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• pp.2618-2626
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• 2010

In this paper poly (4-methyl vinylpyridinium hydroxide)/SBA-15 composite was prepared as a highly efficient heterogeneous basic catalyst by in situ polymerization method for the first time. It was characterized by XRD, FT-IR, BET, TGA, SEM and back titration using NaOH. This catalyst exhibited the excellent catalytic activities for the Knoevenagel condensation of various aldehydes with ethyl cyanoacetate. Over this catalyst, ${\alpha},{\beta}$-unsaturated carbonyl compounds were obtained in the reasonable yield at $95^{\circ}C$ in 10 - 30 min in $H_2O$ as a solvent with a 100% selectivity to the condensation products. Catalyst could be easily recycled after the reaction and it could be reused without the significant loss of activity/selectivity performance. No by-product formation, high yields, short reaction times, mild reaction conditions and operational simplicity with reusability of the catalyst were the salient features of the present synthetic protocol. Presence of $H_2O$ as a solvent was also recognized as a "green method".

• Bulletin of the Korean Chemical Society
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• 제31권5호
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• pp.1301-1304
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• 2010

The Indium modified mesoporous zeolite AlMCM-41 were synthesized by hydrothermal method and characterized by powder X-ray diffraction (XRD), fourier transform infrared spectroscopy (FT-IR) and scanning electron microscopy with energy dispersive spectroscopy (SEM-EDS) techniques. The Knoevenagel condensation of aldehyde with malononitrile or ethyl cyanoacetate was carried out at reflux condition in ethanol by using heterogeneous In/AlMCM-41 catalyst. This method is fast, efficient, easy work-up and eco-friendly to afford the corresponding Knoevenagel adducts. The catalyst was recovered and reused for several cycles with consistent activity.

• 대한화학회지
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• 제51권4호
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• pp.346-351
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• 2007

NaHSO4·SiO2를 사용하는 solvent-free 조건하에서 E-geometry를 가진 α,β의 불포화산, α-Cyanoacrylonitriles 와 α-Cyanoacrylates의 효율적인 입체선택적 반응을 수행하였다.

• Bulletin of the Korean Chemical Society
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• 제30권9호
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• pp.1989-1995
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• 2009

Efficient one-pot synthesis of arylmethylene bis(3-hydroxy-2-cyclohexene-1-ones) and xanthenediones by EDDA and In($OTf)_3$-catalyzed reactions was developed starting from dimedone and aryl aldehydes. The key strategies of these reactions involve domino Knoevenagel/Michael reaction or Koevenagel/Michael/Cyclodehydration reactions. The scope and limitation of the two catalysts under various reaction conditions were investigated and described.