• 제목/요약/키워드: 2,5-Norbornadiene

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Co/HY 제올라이트 촉매상에서 Bicyclo[2.2.1]hepta-2,5-diene 이량화를 통한 고에너지밀도 연료 제조 (Synthesis of High-energy-density Fuel through Dimerization of Bicyclo[2.2.1]hepta-2,5-diene over Co/HY Catalyst)

  • 김종진;심범석;이가영;한정식;전종기
    • 공업화학
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    • 제29권2호
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    • pp.185-190
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    • 2018
  • Bicyclo[2.2.1]hepta-2,5-diene (norbornadiene)의 이량체는 고에너지밀도 연료로 사용 가능하다. 본 연구의 목적은 Co 담지가 HY 제올라이트 촉매의 산특성에 미치는 영향과 norbornadiene의 이량화 반응에 미치는 영향을 고찰하는 것이다. HY 제올라이트 촉매에 코발트를 담지하면 산점의 양은 큰 변화가 없으나 산 세기는 약해졌다. 이는 $Br{\ddot{o}}nsted$산의 감소와 Lewis산의 증가에 기인한 것으로 볼 수 있다. HY 제올라이트와 Co/HY를 촉매로 사용하여 norbornadiene 이량화 반응을 수행한 결과, Co/HY 촉매는 HY 제올라이트 촉매보다 더 높은 norbornadiene 전환율과 norbornadiene 이량체수율을 나타내었다. Norbornadiene 이량화 반응에서 Co/HY 촉매의 활성이 HY 촉매보다 더 높은 것은 Lewis 산점의 역할이 더 크기 때문으로 해석할 수 있다. Co/HY 촉매를 이용하여 제조한 norbornadiene 이량체의 밀도와 발열량이 문헌에 알려진 값과 잘 일치하며, 본 연구에서 제조한 norbornadiene 이량체가 고에너지밀도 연료로서 사용 가능하다는 것을 확인하였다.

Tin-Free Three-Component Coupling Reaction of Aryl Halides, Norbornadiene (or Norbornene), and Alkynols Using a Palladium Catalyst

  • Choi, Cheol-Kyu;Hong, Jin-Who;Tomita, Ikuyoshi;Endo, Takeshi
    • Bulletin of the Korean Chemical Society
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    • 제23권1호
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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.

Cationic Cyclization to Tricyclene Structures$^\dag$

  • Kang, Ja-Hyo;Lee, Won-Koo;Shin, Hyun-Tai
    • Bulletin of the Korean Chemical Society
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    • 제8권4호
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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.

Promoting Effect of AlCl_3 on the Fe-catalyzed Dimerization of Bicyclo[2.2.1]hepta-2,5-diene

  • Nguyen, Mai Dao;Nguyen, Ly Vinh;Lee, Je-Seung;Han, Jeong-Sik;Jeong, Byung-Hun;Cheong, Min-Serk;Kim, Hoon-Sik;Kang, Ho-Jung
    • Bulletin of the Korean Chemical Society
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    • 제29권7호
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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.

평면사각형 혼합 리간드 착물의 합성과 그 특성 (제 2 보) : Ni(II), Pd(II) 및 Pt(II)의 M(S-S)(N-N)형 착물의 친전자성 및 친핵성 반응 (Synthesis and Characterization of Square Planar Mixed-Ligand Complexes (II) : Electrophilic and Nucleophilic Reaction of M(S-S)(N-N) Type Complexes with Ni(II), Pd(II), and Pt(II))

  • 오상오;정덕영
    • 대한화학회지
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    • 제36권1호
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    • pp.81-86
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    • 1992
  • 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) 착물의 친전자성 및 친핵성 리간드 반응을 조사하였다. norbornadiene과의 반응성은 중심금속의 역결합의 정도에 의존하며 2,5-dithia-3,4-diphenyl-tricyclo[4,4,1,0]-undeca-3,8-diene을 생성하였다. methyl iodide와의 반응은 (N-N,H) 리간드의 이탈 능력에 지배되며 메틸화된 $M(S-S,ph)_2$ 착물을 생성하였다. 이 반응의 주생성무리은 열 분해에 의해 얻어진 ${\alpha},{\alpha}{\prime}$,-bismethylthiostibene $(CH_3S-SCH_3,ph)$의 구조로부터 M(S-S,CN)(N-N,H)((S-S,CN) = 1,2-dicyanoethylenedithiolate)의 새로운 혼합 리간드 착물을 합성하였다.

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Synthesis and Solution Chemistry of Metal Hydrides from Cationic Rhodium(I) Catalyst Precursors [(L-L)Rh(NBD)]$ClO_4 (L-L=Fe({\eta}^5-C_5H_4PBu^t\;_2)_2,\;Fe{\eta}^5-C_5H_4PPhBu^t)_2)$

  • Tae-Jeong Kim
    • Bulletin of the Korean Chemical Society
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    • 제11권2호
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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.