• Title/Summary/Keyword: Allyl substituent

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Mechanism Studies on the CSI Reaction with Allyl Ethers by Varying p-Substituent

  • Jung, Young-Hoon;Kim, Ji-Duck
    • Archives of Pharmacal Research
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    • v.26 no.9
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    • pp.667-678
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    • 2003
  • We examined the effect of p-substituents in p-substituted cinnamyl methyl ethers and 1-(p-substituted phenyl)allyl methyl ethers with CSI, and confirmed that the CSI reaction of allyl ethers (p-substituted ethers) is a competitive reaction of $S_Ni{\;}and{\;}S_N1$ mechanism according to the stability of the carbocation. And, the only terminal allylic amine was obtained through the migration reaction in thermodynamic reaction condition.

Synthesis and Properties of Pyrrolidinium and Piperidinium Bis(trifluoromethanesulfonyl)imide Ionic Liquids with Allyl Substituents

  • Yim, Tae-Eun;Lee, Hyun-Yeong;Kim, Hyo-Jin;Mun, Jun-Young;Kim, Sang-Mi;Oh, Seung-M.;Kim, Young-Gyu
    • Bulletin of the Korean Chemical Society
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    • v.28 no.9
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    • pp.1567-1572
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    • 2007
  • New pyrrolidinium and piperidinium bis(trifluoromethanesulfonyl)imide (TFSI) ionic liquids (ILs) having allyl substituents were synthesized and characterized. All of them are liquid at room temperature and stable up to 300 oC. The pyrrolidinium-based ILs showed better conductivities and lower viscosities than the corresponding piperidinium-based ILs. Among them, 1-allyl-1-methylpyrrolidinium TFSI showed the lowest viscosity of 52 cP, the highest conductivity of 5.7 mS cm?1, and the most negative cathodic voltage window of ?3.2 V (vs. Fc/Fc+) on a platinum electrode, which are the improved results compared to the corresponding analogue having a saturated substituent, 1-methyl-1-propylpyrrolidinium TFSI.

Synthesis of Quaternary Carbon Unit Containing Vinyl Substituent (Vinyl 치환기를 갖는 4급탄소 Unit의 합성)

  • Suh, Young-Ger;Kim, Hwa-Soon;Cho, Yoon-Sang
    • YAKHAK HOEJI
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    • v.33 no.4
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    • pp.226-228
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    • 1989
  • In connection with the synthesis of the biologically active pimarane diterpenoids, some synthetic routes to the quaternary carbon unit were examined. Especially, Claisen rearrangement of allyl acetates prepared from acetol provided ${\gamma}-hydroxy$ acid containing vinyl substituent as the desired unit.

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Synthesis and Physicochemical Properties of Ionic Liquids: 1-Alkenyl-2,3-dimethylimidazolium Tetrafluoroborates

  • Min, Gwan-Hong;Yim, Tae-Eun;Lee, Hyun-Yeong;Kim, Hyo-Jin;Mun, Jun-Young;Kim, Sang-Mi;Oh, Seung-M.;Kim, Young-Gyu
    • Bulletin of the Korean Chemical Society
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    • v.28 no.9
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    • pp.1562-1566
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    • 2007
  • 1-Alkenyl-2,3-dimethylimidazolium tetrafluoroborate ionic liquids having an olefinic substituent were synthesized and characterized. Among them, [AMMIm]BF4 with an allyl group showed lower viscosity, higher ionic conductivity, and a wider electrochemical window compared with its analogue having a saturated alkyl substituent. An EDLC with [AMMIm]BF4 showed better performance than that with [PMMIm]BF4, too.

Nucleophilic Substitution Reactions of 2-Chloro-2-Propen-1-yl Arenesulfonates with Anilines and N,N-Dimethylanilines in Acetonitrile

  • 오혁근;정은미;이익춘
    • Bulletin of the Korean Chemical Society
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    • v.19 no.12
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    • pp.1334-1336
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    • 1998
  • Kinetic studies are carried out on the reactions of 2-chloro-2-propen-1-yl arenesulfonates with anilines and N,N-dimethylanilines in acetonitrilile at 45.0 ℃. The 2-chloro substituent is found to deactive the allyl moiety with considerable decrease in the rates. The sign and magnitude of the cross-interaction constant (ρxz 0.3) and the inverse secondary kinetic isotope effect (kH/kD 0.92) support an SN2 mechanism with a relatively tight transition state. The possibility of an SN2' mechanism can be safely precluded based on the ρxz values observed.

Herbicidal Activity and Molecular Similarity of 1-(4-chloro-2-fluoro-5-propargyloxyphenyl)-3-thiourea Derivatives (1-(4-chloro-2-fluoro-5-propargyloxyphenyl)-3-thiourea 유도체의 제초활성과 분자 유사성)

  • Soung, Min-Gyu;Park, Kwan-Yong;Song, Jong-Hwan;Sung, Nack-Do
    • Applied Biological Chemistry
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    • v.51 no.3
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    • pp.219-222
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    • 2008
  • In the search for third generation herbicidal cyclic imide derivatives, the average values of herbicidal activity ($pI_{50}$) in vivo (pre-emergence) of 40 new peroxidizing herbicides, 1-(4-chloro-2-fluoro-5-propargyloxyphenyl)thiourea derivatives (1-40) against rice plant (Orysa sativa) and barnyard grass (Echinochlor crus-galli) were studied. The molecular similarity between protoporphyrinogen IX (protogen) as the substrate of protox enzyme and Urea derivatives (1-40) was discussed quantitatively. The diallyl (20) and 3-nitro substituent (33) showed the selective herbicidal activity against barnyard grass. Allyl substituent (8) and their molecular similarity in dice (S=0.81) showed the highest levels of herbicidal activity ($pI_{50}$=4.71). Also, similarity indices (S) and superimposed volume (C) of protogen and aryl-substituents (21-40) showed good correlation.