• Title/Summary/Keyword: alkenyl group

Search Result 12, Processing Time 0.025 seconds

Stereospecfic Synthesis of Cis-Alkenyl Thioethers of Mercaptolycerol (Mercaptoglycerol 중 cis-alkenyl thioethers의 입체 특이적 합성)

  • Kim, Deuk Jin;Yeo, Young Kun
    • Current Research on Agriculture and Life Sciences
    • /
    • v.5
    • /
    • pp.168-172
    • /
    • 1987
  • Methods were developed to synthesize optically active mercaptoglycerol from optically active isopropylidene glycerols. 1,2-Isopropylideneglycerol was tosylated and the tosyl group displaced with thiolacetate. Base hydrolysis and oxidation gave 1,1'-dithiobis-2,3-isopropylidene-2,3-propanediol. This compound could be used as a source of mercaptoglycerol, or reacted with 1-decenyl lithium to form cis-1-S-dec-1'enyl-2,3-isopropylidene-1-mercapto-2,3-propanediol. The latter is a stereospecific synthetic route to cis-alkenyl thioethers of protected mercaptoglycerol, and it may be useful for the preparation of a thioplasmalogen substrate for plasmalogenase.

  • PDF

Synthesis and Photopolymerization of Vinyl Ether and Epoxy-Functionalized Silicones

  • Pyun, Sang-Yong;Kim, Whan-Gi
    • Macromolecular Research
    • /
    • v.11 no.3
    • /
    • pp.202-205
    • /
    • 2003
  • The reactive precursors, vinyl ethers, and epoxy-silicones, were synthesized. The vinyl ether monomers were prepared from primary alcohol and ethyl vinyl ether with mercury (II) acetate. The epoxy-functionalized silicones have been achieved by the controlled, rhodium-catalyzed, chemoselective hydrosilation of vinyl ether with siloxanes or silane. It was shown that the hydrosilation proceeds exclusively at the vinyl ether group of alkenyl vinyl ether without participation at the alkenyl group. The photoinduced cationic polymerization of these monomers was studied and found to be all highly reactive.

Alkyl and Alkenyl Substituent Effects on Nonbonded Interactions of Hexatriene

  • Lee, Ik-Choon;Rhyu, Keun-Bae;Lee, Bon-Su
    • Bulletin of the Korean Chemical Society
    • /
    • v.2 no.1
    • /
    • pp.12-16
    • /
    • 1981
  • Alkyl and alkenyl substituent effects on nonbonded interactions of hexatriene were examined using CNDO/2 method. The results showed that: (1) rapid rate of thermal electrocyclization of 3-vinyl hexa-1, 3, 5-triene is due to increased overlap population between atom pair reacting resulting from strong electron repelling interaction of vinly group on the triene moiety; (2) stability of a conformer is determined by additive effect of composite ${\pi}$ structures; (3) a substituent on positions 2 and 3 increases the HOMO AO coefficient of sites 1 and 4 considerably and activates interactions with these sites.

Cyclic Aminoalcohols with C-18 Alkenyl Substituents and Their Nanomolar Level-Activities as Tissue Factor Inhibitors

  • Yoon, Ung-Chan;Kwon, Hyuk-Chul;Cho, Yong-Jin
    • Proceedings of the PSK Conference
    • /
    • 2003.04a
    • /
    • pp.234.2-234.2
    • /
    • 2003
  • Development of new tissue factor (TF) inhibitor is still needed for improved compositions having anticoagulant activity and which can be administed orally or non-intravenously at low doses. Our studies for the development of new TF inhibitors uncovered that aminoalcohols with C-18 alkenyl group, 9-octadecenyl- or 9,12-octadecadienyl groups exhibits in vitro nanomolar level activities. (omitted)

  • PDF

Syntheses of Aminoalcohols with Alkenyl Substituents for the Development of Tissue Factor Inhibitors and Their in vitro Nanomolar Level-Activities

  • Yoon, Ung-Chan;Kwon, Hyuk-Chul;Song, Kyu-Chan
    • Proceedings of the PSK Conference
    • /
    • 2003.04a
    • /
    • pp.238.1-238.1
    • /
    • 2003
  • Tissue Factor (TF), a principal initiator of the veterbrate coagulation cascade is known to to induced in endothelial cells, monocytes and macrophages by inflammetry stimuli and in many pathological conditions. Through our synthetic efforts to develop new TF inhibitors, seventeen N-C-18 alkenyl group (9-octadecenyl or 9,12-octadecadienyl) substituted aminoalcohols (2-aminoethanol, 1-amino-2-propanol and 3-amino-1-propanol) were prepared and their in vitro TF inhibitory activities were examined. (omitted)

  • PDF

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
    • /
    • v.28 no.9
    • /
    • pp.1562-1566
    • /
    • 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.

Synthesis and Lubricant Additive Properties of Succinimidyl-type Compounds (숙신이미드계 화합물의 합성 및 그의 윤활특성)

  • Park, Chan-gu;Kang, Hocheol;Park, Jong-mok;Lee, Byung Min;Kim, Dong-Pyo
    • Applied Chemistry for Engineering
    • /
    • v.17 no.5
    • /
    • pp.498-503
    • /
    • 2006
  • i-(2',5'-Diketotetrahydrofuranyl)octadecenyl acid (OSA), an intermediate for the lubricating oil additive, was prepared by the ene-reaction of oleic acid with maleic anhydride. The reaction progress was monitored by gas chromatography by analyzing the amount of OSA. The series of succinimidyl compounds were synthesized by the reaction of alkyl amines and OSA. As a kind of lubricant additives, demulsibility, anti-wear, and anti-corrosion properties of these succinimidyl compounds were measured. The derivative of octadecylamine which has relatively long-chained alkyl group has showed good properties.

meso-Substituted Dipyrromethanes from Vinylogous Aromatic Heterocycles and Their Utilization to the Synthesis of meso-Functionalized Porphyrins

  • Hong, Seong-Jin;Lee, Mi-Hye;Lee, Chang-Hee
    • Bulletin of the Korean Chemical Society
    • /
    • v.25 no.10
    • /
    • pp.1545-1550
    • /
    • 2004
  • meso-Functionalized dipyrromethanes 6-10 were synthesized by acid-catalyzed addition of pyrrole to ${\alpha}$-position of 2-alkenyl pyrroles. The regiochemistry of the reaction can be explained by either the formation of more stable carbocation intermediate or ${\beta}$-addition of ${\alpha},{\beta}$-unsaturated carbonyl compounds. The starting 2-alkenyl pyrroles were synthesized by Aldol condensation of 2-formylpyrrole with active methylene compounds such as nitromethane, diethylmalonate and malononitrile. Attempted ‘2+2' condensation of meso-diethylmalonyldipyrromethane, meso-(p-tolyl)dipyrromethane and p-tolualdehyde afforded three different porphyrins 12, 13 and 14 in reasonable yields. On the other hand, meso-(nitromethyl)dipyrromethane with p-(tbutyl) benzaldehyde resulted in the formation of three different porphyrins such as 5,15-dicyano-10,20-diarylporphyrin (16), 5-cyano-15-formyl-10,20-diarylporphyrin (17) and 5,15-diformyl-10,20-diarylporphyrin (18) in low yields. Conversion of nitromethyl groups to nitrile and (or) formyl group was observed under the porphyrin forming conditions.

Synthesis, Design and Polymerization of 5-membered exo methylene Cyclic Acetals (이중결합을 가지는 5원환 고리화합물의 합성 및 중합)

  • Park, Jae-kyeung
    • Journal of the Korean Society of Industry Convergence
    • /
    • v.6 no.1
    • /
    • pp.17-21
    • /
    • 2003
  • 5원환 고리아세탈 화합물인 4-methylenes(4,5)을 합성하고 저온조건 하에서 중합반응을 조사한 결과, 선택적인 개환중합이 일어났다. 보통의 양이온 개시제를 사용한 결과 $-78^{\circ}C$에서 가교체가 얻어졌으며, $CH_3SO_3H$를 개시제로 사용하면 같은 조건에서도 주사슬과 곁사슬에 이중결합을 가지는 개환중합체가 얻어진다. 이 중합체는 반응성을 가지는 불포화기를 포함하고 있으므로 prepolymer로써 널리 사용될 수 있다.

  • PDF

Chemistry of Ruthenium Hydridonitrosyl Complexes Containing Chelating Triphosphines IV-Reactions between RuH(NO)(Cyttp) and Alkynes (Cyttp: Bis(dicyclohexylphosphino-propyl)phenylphosphine)

  • Ik-Mo Lee;Ook-Jae Cho;Devon W. Meek;Chan-Yong Kim
    • Bulletin of the Korean Chemical Society
    • /
    • v.14 no.5
    • /
    • pp.625-631
    • /
    • 1993
  • The types of the products of the reactions between RuH(NO)(Cyttp) and alkynes are sensitive to the nature of alkynes. Terminal, nonactivated alkynes (HC${\equiv}$CR, R=Ph, hexyl and $CH_2OH)$ produce acetylide complexes and terminal (HC${\equiv}$CR, R=C(O)Me, COOEt) or internal activated ones (RC${\equiv}$ CR, R=COOMe) lead to form alkenyl complexes. On the other hand, internal nonactivated alkynes (RC${\equiv}$CR, R=Ph) do not show reactivity toward RuH(NO)(Cyttp). These products can be rationalized by the cis-concerted mechanism but the radical pathway appears to work in the reaction of propargyl chloride. From the spectroscopic data, the trigonal bipyramidal structure with a linear NO group is proposed for these products.