• Bulletin of the Korean Chemical Society
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• v.25 no.4
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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.

• Journal of the Korean Applied Science and Technology
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• v.34 no.1
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• pp.142-151
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• 2017

Cationic surfactants have a bactericidal effect and the study for effective development of them became important parts in the industry. There have been increasing researches that focus on the development of products having not only outstanding features but also safety and biodegradability. In this work, novel ester-type cationic surfactants were obtained via Michael addition reaction. Intermediates were quantitatively prepared by the Michael addition reaction between alkyl acrylate and amine compounds under mild conditions without solvent and catalyst. The intermediates were quaternized with dimethyl sulfate. HQ21 with two hydrophobic groups and a hydrophilic group and HQ22 with two hydrophobic groups and two hydrophilic groups were obtained. The structures of the products were characterized by 1H-NMR, HR-MS and FT-IR and biodegradability of the products were tested.

• Bulletin of the Korean Chemical Society
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• v.30 no.2
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• pp.327-333
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• 2009

For the Pt-catalyzed nucleophilic addition of enones, Pt complexes were employed in the presence of various phosphine ligands and $H_2\;(or\;Et_3SiH),$ affording inter- and intra-molecular coupling products in good to modest yield. Depending on reaction protocols, different phosphine ligands were required to optimize the conditions. In the aldol reaction, the Pt catalyst involving $P(2,4,6-(OMe)_3C_6H_2)3\;or\;P(p-OMeC_6H_4)_3$ was chosen. Michael reaction proceeds in good yields in the presence of $P(p-CF_3C_6H_4)_3$. Regarding the activity of the reductants, $H_2$ exhibited superior activity to $Et_3SiH$, resulting in a shorter reaction time and higher yield in the aldol and Michael reaction. In light of the deuterium labeling studies, the catalytic cycle including the hydrometalation of the enones by the platinum hydride species was proposed.

• Polymer(Korea)
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• v.36 no.5
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• pp.668-676
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• 2012

In this study, we modified silica nanoparticles with bis[3-(trimethoxysilyl)propyl]amine (BTMA) silane coupling agent to introduce secondary amino groups on the silica surface. After modification of silica, we investigated effects of different types of (meth)acrylate group containing monomers on the Michael addition reaction to introduce reactive (meth)acrylate groups on the BTMA modified silica surface. We used two kinds of (meth)acrylate monomers, trimethylolpropane ethoxylate triacrylate (TMPET) which has three identical acrylate groups, and 3-(acryloyloxy)-2-hydroxypropyl methacrylate (AHM) which has one acrylate and one methacrylate group. We used fourier transform infrared spectroscopy (FTIR), elemental analysis (EA) and solid state cross-polarization magic angle spinning (CP/MAS) nuclear magnetic resonance spectroscopy (NMR) to understand reactions between NH groups on the silica surface with (meth)acrylate groups of TMPET and AHM monomers. We found almost complete Michael addition reaction between all three acrylate groups of TMPET with NH groups on the BTMA modified silica. But, for the AHM treatment of BTMA modified silica, we found Michael addition reaction occurred only between acrylate groups of AHM and NH groups of silica surface, not between methacrylate groups of AHM and NH groups of BTMA modified silica surface.

• Bulletin of the Korean Chemical Society
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• v.27 no.6
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• pp.857-862
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• 2006

The catalytic enantioselective Michael reaction promoted by quaternary ammonium salts from Cinchona alkaloids as a phase-transfer catalyst is described. Treatment of malonates with $\alpha$,$\beta$-unsaturated ketones under mild reaction conditions afforded the corresponding Michael adducts in good yields with good to moderate enantiomeric excesses.

• Korean Chemical Engineering Research
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• v.53 no.1
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• pp.83-90
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• 2015

In this study, we investigated optimum conditions for the introduction of a lot of free radical polymerizable methacrylate groups on the multi-walled carbon nanotube (MWCNT) surface. Carboxyl groups were introduced first on MWCNT surfaces by treating with a mixture of sulfuric acid and nitric acid with ultrasonic bath for 2 hours, and oxidized MWCNTs were reacted further with thionyl chloride followed by triethylenetetramine (TETA) to introduce amino groups on the oxidized MWCNT surface, to make MWCNT-$NH_2$. To introduce free radical polymerizable methacrylate groups on the MWCNT-$NH_2$, MWCNT-$NH_2$ was reacted with 3-(acryloyloxy)-2-hydroxypropyl methacrylate (AHM) by Michael addition reaction. We investigated progress of modification reactions for MWCNT by fourier transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA) and elemental analysis (EA). We found maximum degree of Michael addition reactions between AHM and TETA grafted on MWCNT-$NH_2$ for 10:1 mol ratio and 8 hour reaction time in our reaction conditions.

• Bulletin of the Korean Chemical Society
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• v.31 no.5
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• pp.1280-1282
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• 2010

A new chiral catalyst was synthesized and found that it could catalyzed the asymmetric Michael reaction of ketones with nitroolefins smoothly at room temperature, giving the desired adducts in 71 - 92% yields with excellent diastereoselectivities and high enantioselectivities (up to 95% ee).

• Bulletin of the Korean Chemical Society
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• v.32 no.1
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• pp.291-295
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• 2011

The catalytic enantioselective conjugate addition reaction of $\alpha$-nitroacetate to $\alpha,\beta$-unsaturated enones promoted by chiral bifunctional organocatalysts is described. The treatment of $\alpha$-nitroacetate to $\alpha,\beta$-unsaturated enones afforded the corresponding Michael adducts with high enantioselectivity. The conjugate addition adducts are easily converted to chiral $\gamma$-nitro ketones and $\delta$-keto esters.

• Bulletin of the Korean Chemical Society
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• v.30 no.9
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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.

• Bulletin of the Korean Chemical Society
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• v.35 no.10
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• pp.3035-3040
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• 2014

A new efficient catalytic method for aza/thia-Michael addition reactions of amines/thiols with higher product yields has been developed. Combining single-walled carbon nanotubes (SWCNT) with triethylammonium hydrogen phosphate (TEAP) ionic liquid (IL) can work as a catalyst. We utilized Raman spectroscopy to gain insight into the interactions between IL and SWCNT. The interactions between SWCNT with TEAP were confirmed by the increasing intensity ratios and spectral shift in wavelength of the Raman D and G bands of SWCNT. Further, the morphology of the resulting composite materials of TEAP and SWCNT was determined by using scanning electron microscopy (SEM). Higher product yield in reduced reaction time is the key advantage of using bucky gel as a catalyst for Michael reaction.