• Archives of Pharmacal Research
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• v.29 no.10
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• pp.840-844
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• 2006

For the exploration of pharmacophoric moiety of malloapelta B (1) possessing the inhibitory activity of $NF-{\kappa}B$ activation, structural variation of ${\alpha},{\beta}-unsaturated$ carbonyl motif was attempted. 1 was reduced by catalytic hydrogenation, sodium borohydride, and lithium aluminumhydride. Catalytic hydrogenation with 30 psi or 15 psi of $H_2$ gas of 1 generated 8-butyl-5,7-dimethoxy-2,2-dimethylchroman (2) and 1-(5,7-dimethoxy-2,2-dimethylchroman-8-yl)butan-1-one (3), respectively. Reduction with sodium borohydride occurred at the double bond of ${\alpha},{\beta}-unsaturated$ ketone of 1 to give 1-(5,7-dimethoxy-2,2-dimethyl-2H-chromen-8-yl)butan-1-one (4). Reduction of 1 with lithium aluminumhydride and then quenched with methanol and water produced unexpected products, 1-(5,7-dimethoxy-2,2-dimethyl-2H-chromen-8-yl)-3-methoxy-1-butene (5) and 1-(5,7-dimethoxy-2,2-dimethyl-2H-chromen-8-yl)-3-hydroxy-1-butene (6). These are formed from the isomerization of initial product 9 through the continuous conjugate carbocation intermediate 11. Addition of ethylmagnesium bromide and dimethyl malonate anion to 1 gave the conjugate adducts 7 and 8. Ethylmagesium bromide and sodium borohydride reduction unusually gave the conjugate addition due to steric congestion around carbonyl group of 1. Compound 2 exhibits the reduced inhibitory activity against $NF-{\kappa}B$ activation and the others do not show the activity. Therefore ${\alpha},{\beta}-unsaturated$ carbonyl group of 1 should be important for its inhibitory activity.

• Korean Journal of Materials Research
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• v.22 no.3
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• pp.159-167
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• 2012

Hydrogen is in the spotlight as an alternative next generation energy source for the replacement of fossil fuels because it has high specific energy density and emits almost no pollution, with zero $CO_2$ emission. In order to use hydrogen safely, reliable storage and transportation methods are required. Recently, solid hydrogen storage systems using metal hydrides have been under extensive development for application to fuel cell vehicles and fuel cells of MCFC and SOFC. For the practical use of hydrogen on a commercial basis, hydrogen storage materials should satisfy several requirements such as 1) hydrogen storage capacity of more than 6.5wt.% $H_2$, moderate hydrogen release temperature below $100^{\circ}C$, 3) cyclic reversibility of hydrogen absorption/desorption, 4) non toxicity and low price. Among the candidate materials, Li based metal hydrides are known to be promising materials with high practical potential in view of the above requirements. This paper reviews the characteristics and recent R&D trends of Li based complex hydrides, Li-alanates, Li-borohydrides, and Li-amides/imides.

• Bulletin of the Korean Chemical Society
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• v.16 no.5
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• pp.416-421
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• 1995

The approximate rates and stoichiometry of the reaction of excess lithium gallium hydride with selected organic compounds containing representative functional groups were examined under the standard conditions (diethyl ether, 0 $^{\circ}C)$ in order to compare its reducing characteristics with lithium aluminum hydride and lithium borohydride previously reported, and enlarge the scope of its applicability as a reducing agent. Alcohols, phenol, and amines evolve hydrogen rapidly and quantitatively. However lithium gallium hydride reacts with only one active hydrogen of primary amine. Aldehydes and ketones of diverse structure are rapidly reduced to the corresponding alcohols. Conjugated aldehyde and ketone such as cinnamaldehyde and methyl vinyl ketone are rapidly reduced to the corresponding saturated alcohols. p-Benzoquinone is mainly reduces to hydroquinone. Caproic acid and benzoic acid liberate hydrogen rapidly and quantitatively, but reduction proceeds slowly. The acid chlorides and esters tested are all rapidly reduced to the corresponding alcohols. Alkyl halides and epoxides are reduced rapidly with an uptake of 1 equiv of hydride. Styrene oxide is reduced to give 1-phenylethanol quantitatively. Primary amides are reduced slowly. Benzonitrile consumes 2.0 equiv of hydride rapidly, whereas capronitrile is reduced slowly. Nitro compounds consumed 2.9 equiv of hydride, of which 1.9 equiv is for reduction, whereas azobenzene, and azoxybenzene are inert toward this reagent. Cyclohexanone oxime is reduced consuming 2.0 equiv of hydride for reduction at a moderate rate. Pyridine is inert toward this reagent. Disulfides and sulfoxides are reduced slowly, whereas sulfide, sulfone, and sulfonate are inert under these reaction conditions. Sulfonic acid evolves 1 equiv of hydrogen instantly, but reduction is not proceeded.

• Proceedings of the Korean Society of Propulsion Engineers Conference
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• 2008.03a
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• pp.579-582
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• 2008

PEM Fuel cell system was designed and constructed to use as a power source of unmanned aerial vehicles(UAV) in the present study. Sodium borohydride was selected as a hydrogen source and was decomposed by catalytic hydrolysis reaction. Fuel cell system consists of a fuel cell stack, a hydrogen generation system(HGS), and power management system(PMS). HGS was composed of a catalytic reactor, micropump, fuel cartridge, and separator. Hybrid power system between lithium-polymer battery and fuel cell was developed. The fuel cell system was integrated and packaged into a blended wing-body UAV. Energy density of the total system was 1,000 $W{\cdot}hr/kg$ and high endurance more than 5 hours was accomplished in the ground tests.

• Bulletin of the Korean Chemical Society
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• v.8 no.3
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• pp.162-165
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• 1987

The reduction rate of borohydride exchange resin (BER) was greatly enhanced in the presence of lithium salts. Thus 2-heptanone was reduced completely with BER-LiCl in 1 h at room temperature. However, no reduction was observed with BER alone under the same conditions. With this system, organic compounds containing various fuctional groups were examined in ethanol at room temperature. This study revealed that BER-LiCl system exhibits an excellent chemoselectivity for carbonyl group in the presence of other functional groups. Keto esters and epoxy ketones were reduced with BER-LiCl to give the corresponding hydroxy esters and epoxy alcohols with excellent yields. Selective reductions of carbonyl groups were also possible in the presence of other organic compounds containing functional groups such as 1-idooctane, 1-bromooctane, caproamide, hexanenitrile, nitrobenzene, n-butyl disulfide, dimethyl sulfoxide and 1-dodecene.

• Proceedings of the Korean Society of Propulsion Engineers Conference
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• 2007.11a
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• pp.13-16
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• 2007

Fuel cell was used as a propulsion system for unmanned aerial vehicles (UAV) in the present study. Fuel cell propulsion system are an ideal alternative power source with high energy density for high-endurance UAV. Fuel cell power system provides UAV up to five times the energy densiη of existing batteries. Sodium borohydride, stored in liquid state, was selected as a hydrogen source. Hydrogen generation system consists of catalytic reactor, pump, fuel cartridge, and separator. Hybrid power management system (PMS) between fuel cell and lithium-polymer ba야ery was developed. Motor, pump, and fans， operated on battery power controlled by feedback signals of fuel cell system. Battery was recharged by surpuls powr of fuel cell.