Analytical Science and Technology (분석과학)

The Korean Society of Analytical Sciences (한국분석과학회)
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The Study on the Mechanism for Oxidation Reaction of Boratabenzene by Cyclic Voltammetry

Cyclic Voltammetry를 이용한 Boratabenzene의 산화반응 Mechanism 연구

  • 신원상 (한국과학기술연구원, 생체과학연구부)
  • Received : 2002.09.24
  • Published : 2002.12.25
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Abstract

The oxidation mechanism of boratabenzene was studied. As a model compound the ferrocene analogue (${\eta}^6$-1-Methylboratabenzene)(${\eta}^5$-Pentamethylcyclopentadiennyl)iron 3 was chosen. The complex underwent irreversible oxidation in the presence of ortho proton on the ring and a methyl group on the boron atom in methanol medium. Chemical oxidations with $Hg(OAc)_2$, $HgSO_4$, $Cu(OH)_2$, $AgCF_3SO_3$ or $FeCl_3$ in MeOH gave, via a transition state [3], at first the derivates 6 and 7, which were converted to each 8 and 9.

Cyclic voltammetry를 이용하여 boratabenzene의 산화반응을 연구하였다. (${\eta}^6$-1-Methylboratabenzene) (${\eta}^5$-pentamethylcyclopentadiennyl)iron 3을 모델분자로 하여 methanol 용매상에서 산화제 ($Hg(OAc)_2$, $HgSO_4$, $Cu(OH)_2$, $AgCF_3SO_3$, $FeCl_3$)와 반응시킴으로서 mechanism을 조사하였다. Boratabenzene 고리에 ortho proton이, boron에는 methyl기가 그르고 nucleophile로서 methanol이 존재할 때 반응은 비가역적으로 진행되었다. 중간 전이단계로 [3]을 거치는 것으로 추측되며, 우선적으로 6과 7이 생성되었고, 그 다음 6은 8로, 7은 9로 변환되어감을 알 수 있었다.

Keywords

References

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