Applied Chemistry for Engineering (공업화학)

The Korean Society of Industrial and Engineering Chemistry (한국공업화학회)
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Efficient Oxidative Scission of Alkenes or Alkynes with Heterogeneous Ruthenium Zirconia Catalyst

루테늄 지르코니아 불균일 촉매를 이용한 알켄 또는 알킨의 효과적인 산화절단반응

  • Irshad, Mobina (Department Chemical Engineering, Kangwon National University) ;
  • Choi, Bong Gill (Department Chemical Engineering, Kangwon National University) ;
  • Kang, Onyu (Department Chemical Engineering, Kangwon National University) ;
  • Hong, Seok Bok (Department Chemical Engineering, Kangwon National University) ;
  • Hwang, Sung Yeon (Korea Research Institute of Chemical Technology) ;
  • Heo, Young Min (SKC Advanced Technology R&D Center) ;
  • Kim, Jung Won (Department Chemical Engineering, Kangwon National University)
  • Received : 2016.11.14
  • Accepted : 2016.11.28
  • Published : 2016.12.10
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Abstract

The efficiency of a heterogeneous ruthenium zirconia catalyst ($Ru(OH)_x/ZrO_2$) was demonstrated to the selective oxidative transformation of alkenes or alkynes. The scissions of C-C double bonds to aldehydes and triple bonds to diketones or carboxylic acids were carried out with (diacetoxyiodo)benzene as an oxidant under dichloromethane (5 mL)/water (0.5 mL) solvent system at $30^{\circ}C$ for wide range of substrates. The $Ru(OH)_x/ZrO_2$composite showed higher catalytic activity and selectivity than other ruthenium-based homogeneous or heterogeneous catalysts for the scission reaction. The catalyst exhibited a high mechanical stability, and no leaching of the metal was observed during the reaction. These features ensured the reusability of the catalyst for several times for the oxidative cleavage of unsaturated hydrocarbons.

알켄 또는 알킨의 산화 반응이 루테늄 지르코니아 불균일 촉매에 의해 매우 선택적이며 효율적으로 전환되었다. 절단반응을 통해, C-C 이중 결합은 알데히드 관능기로, 삼중 결합은 다이케톤 또는 카르복시산으로 전환되었는데, 다양한 기질들이 $30^{\circ}C$에서 $PhI(OAc)_2$ 산화제와 dichloromethane 및 물(각각 5 mL와 0.5 mL)의 혼합 용매 조건에서 반응이 수행되었다. 사용된 촉매 $Ru(OH)_x/ZrO_2$는 이 절단 반응에 대해 기존의 다른 루테늄 기반 불균일 또는 균일 촉매들보다 더 좋은 활성과 선택성을 보였다. 반응이 진행되는 동안, 제조된 촉매의 기계적인 물성은 안정적이었고, 금속의 침출은 전혀 보이지 않았다. 불포화된 탄화수소들의 산화적 절단에 대해, 합성된 촉매는 여러 번 재사용해도 그 촉매의 성능을 그대로 유지하였다.

Keywords

References

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