Journal of the Korean Chemical Society (대한화학회지)

Korean Chemical Society (대한화학회)
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Syntheses of Novel Bis-Crown Ethers(Ⅰ) : Crown Ethers with Siloxane Moiety

새로운 비스-크라운 에테르류의 합성 (제 1 보) : 실옥산 사슬에 연결된 크라운 에테르

  • 장승현 (대구대학교 자연과학대학 화학과) ;
  • 김재용 (대구대학교 자연과학대학 화학과)
  • Published : 19940500
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Abstract

New bis-crown ethers containing siloxane chain were synthesized. 1,3-Bis(trimethylsiloxy)-1,3-dimethyl-1,3-dipentaoxacyclohexadecamethyl disiloxane (1) was synthesized by reaction of 3-methylene-16-crown-5 (8) with 1,3-bis(trimethylsiloxy)-1,3-dimethyl disiloxane (10) in the presence of Pt catalyst. 1,1,3,3,5,5-Hexamethyl-1,5-dipentaoxacyclohexadecamethyl trisiloxane (2) was synthesized by the reaction of crown ether (8) with 1,1,3,3,5,5-hexamethyl trisiloxane (11) in the presence of Pt catalyst. 3-Methylene-13-crown-4 (7), 3-methylene-16-crown-5 (8), and 3-methylene-19-crown-6 (9) were synthesized by the reaction of triethylene glycol (3), tetraethylene glycol (4), and pentaethylene glycol (5) respectively with 3-chloro-2-chloro-methyl-1-propene (6) in the presence of NaH.

실옥산 사슬과 크라운 에테르가 연결된 유연성이 큰 2가지 새로운 비스-크라운 에테르를 합성하였다. 1,3-Bis(trimethylsiloxy)-1,3-dimethyl-1,3-dipentaoxacyclohexadecamethyl disiloxane(1)는 백금촉매 존재하에서 3-methylene-16-crown-5 (8)과 1,3-bis(trimethylsiloxy)-1,3-dimethyl disiloxane (10)의 반응에 의해 합성하였다. 1,1,3,3,5,5-Hexamethyl-1,5-dipentaoxacyclohexadecamethyl trisiloxane (2)은 백금촉매 존재하에서 crown ether (8)과 1,1,3,3,5,5-hexamethyl trisiloxane (11)의 반응에 의해 합성하였다. 3-Methylene-13-crown-4 (7), 3-methylene-16-crown-5 (8), 및 3-methylene-19-crown-6 (9)은 NaH 존재하에서 triethylene glycol (3), tetraethylene glycol (4), 및 pentaethylene glycol (5)을 각각 3-chloro-2-chloro-methyl-1-propene (6)와 반응시켜서 합성하였다.

Keywords

References

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