• Applied Chemistry for Engineering
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• v.29 no.2
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• pp.185-190
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• 2018

The dimer of bicyclo [2.2.1] hepta-2,5-diene (norbornadiene) can be used as a high-energy-density fuel. The purpose of this study is to investigate the effect of Co loading on the acid properties of HY zeolite catalyst and the catalytic activity in norbornadiene dimerization. When the cobalt was loaded on the HY zeolite catalyst, the amount of acid sites did not change, but the acid strength weakened. This can be attributed to the decrease in $Br{\ddot{o}}nsted$ acid site and the increase in Lewis acid site. The norbornadiene conversion and yield of norbornadiene dimer over the Co/HY catalyst showed higher than those over the HY zeolite catalyst. The higher activity of the Co/HY catalyst can be ascribed to the higher amount of Lewis acid sites over the Co/HY catalyst. Density and calorific values of the norbornadiene dimer prepared by using the Co/HY catalyst agreed well with the known values in the literature. It was confirmed that the norbornadiene dimer prepared in this study can be used as a high-energy-density fuel.

• Bulletin of the Korean Chemical Society
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• v.23 no.1
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• pp.112-118
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• 2002

Good-to-excellent yields of 2,3-Disubstituted norbornenes (or norbornanes) were obtained using a Pd/Cu catalyzed three-component ternary coupling reaction of aryl halides, norbornadiene (or norbornene), and alkynols in toluene at $100{\circ}C$ in the presence of 5.5 M NaOH as a base and benzyltriethylammonium chloride as a phase transfer catalyst. The results of experiments using various aromatic halides suggest that the ternary coupling reaction is promoted by bromide.

• Bulletin of the Korean Chemical Society
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• v.8 no.4
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• pp.264-269
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• 1987

Various carbocation-mediated cyclizations to tricyclene structure (basically, tricyclo $[2,2,1,0^{2,6}]$ heptane skeleton) were carried out, starting from protonated species of either 3-methyl-2,5-norbornadiene-2-carboxylic acid (10) or 3-methylene-5-norbornene-2-carboxylic acids (18 and 19). The resulting products were individually converted to ${\pi}$-iodotricyclene (35), a pivotal intermediate in almost all syntheses of tricyclene terpenes.

• Bulletin of the Korean Chemical Society
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• v.29 no.7
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• pp.1364-1368
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• 2008

The activity of the catalytic system composed of Fe$(acetylacetonate)_3$ (Fe$(acac)_3$), triphenylphosphine, and diethylaluminum chloride for the dimerization of bicyclo[2.2.1]hepta-2,5-diene (2,5-norbornadiene, NBD) to produce hexacyclic endo-endo dimer (hexacyclo[$7.2.1.0^{2,8}.1^{3,7}.1^{5,13}.0^{4,6}$]tetradec-10-ene, Hnn) was significantly enhanced by the presence of $AlCl_3$, especially at the molar ratios of NBD/Fe$(acac)_3$ of 500. XPS analysis of the catalytic systems clearly demonstrates that $AlCl_3$ facilitates the reduction of Fe$(acac)_3$ to form active species, Fe(II) and Fe(0) species. The layer separation was observed when [BMIm]Cl was used along with $AlCl_3$, but catalyst recycle was not very successful.

• Journal of the Korean Chemical Society
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• v.36 no.1
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• pp.81-86
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• 1992

The electrophilic and nucleophilic reactions of M(S-S,ph)(N-N,H) (M = Ni(II), Pd(II), Pt(II); (S-S,ph) = 1,2-diphenylethylenedithiolate; (N-N,H)=1,10-phenanthroline) complexes have been investigated. Reaction with norbornadiene depended upon the back donating ability of the central metal ion and produced 2,5-dithia-3,4-diphenyl-tricyclo[4,4,1,0]-undeca-3,8-diene. In the reaction with methyl iodide, the effect of cleavage of (N-N,H) ligand affected the yield of methylated $M(S-S,ph)_2$ product. The structure of the thermolysis product, ${\alpha},{\alpha}{\prime}$-bismethylthiostibene $(CH_3S-SCH_3,ph)$ of methylated complexes indicates that the main product of the nucleophilic reaction is $M(CH_3S-SCH_3,ph)(S-S,ph)$. We have synthesized a new mixed-ligand complex M(S-S,CN)(N-N,H)((S-S,CN) = 1,2-dicyanoethylenedithiolate) through the nucleophilic reaction of ligand.

• Bulletin of the Korean Chemical Society
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• v.11 no.2
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• pp.134-139
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• 1990

The hydrogenation catalyst precursors $[(L-L)Rh(NBD)]ClO_4\;(L-L=Fe({\eta}^5-C_5H_4PBu^t\;_2)_2,\;Fe({\eta}^5-C_5H_4PPhBu^t)_2$; NBD = norbornadiene) react with $H_2(1\;atm,\;30^{\circ}C$, MeOH) to yield $[(L-L)HRh({\mu}-H)_3RhH(L-L)]ClO_4$. These hydrido species are fluxional, and variable temperature NMR studies show the existence of a number of equilibria involving both fluxional and non-fluxional species. The synthesis, solution structures, and fluxional behaviors of these hydrides are described.