Reactions of 1-chloroperfluorocycloalkene derivatives with nucleophiles = 1-클로로퍼플루오로시클로알켄 유도체들의 친핵치환반응에 관한연구

1-Acetyl- and 1-benzoyl-2-chlorotetrafluorocyclobutene were prepared by the reaction of 2-chlorotetrafluorocyclobutenylcopper reagent with acetyl chloride and benzoyl chloride. 1-Acetyl-2-chloro-, 1-benzoyl 1-benzoyl-2chloro-2-chloro-, and 1-chloro-2-(p-nitrophenyl) hexafluorocyclopentene were prepared by the reaction of 2-chlorohexafluorocyclopentenyl copper reagent with acetyl chloride, benzoyl chloride, and p-iodonitrobenzene, respectively. These compounds contain not only highly activated double bonds but also charge stabilizing groups in vinylic position. These compounds reacted readily with alkoxide, amine, and phosphite to undergo interesting nucleophilic displacement reactions of vinylic chlorine without allylic rearrangement. In reactions of 1-acetyl 1-benzoyl-2-chlorotetrafluorocyclobutene and 1-acetyl- and 1-benzoyl-2-chlorohexafluorocyclopentene with Grignard reagewnt, nucleophilic attack occurred at the carbonyl carbon rather than at the beta-carbon to give tertiary alcohol product.
Advisors
Choi, Sam-Kwonresearcher최삼권researcher
Publisher
한국과학기술원
Issue Date
1990
Identifier
67089/325007 / 000881069
Language
eng
Description

학위논문(석사) - 한국과학기술원 : 화학과, 1990.2, [ v, 57 p. ]

URI
http://hdl.handle.net/10203/32560
Link
http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=67089&flag=t
Appears in Collection
CH-Theses_Master(석사논문)
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