- Structure-Stability Relationships in Vinyl Sulfides. III. Stabilization Caused by Different Alkylthio and Phenylthio Groups Attached to an Olefinic Double Bond
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The stabilization energies of different alkylthio and phenylthio groups attached to an olefinic double bond have been evaluated with respect to the energy differences of the isomerization reactions of some unsaturated sulfides, in which the double bond migrates from the β,γ- to the α,β-position.According to these results the stabilization energies (in kJ mol-1) are: MeS 15.6, EtS 14.8, i-PrS 15.7, t-BuS 17.5 and PhS 14.4
- Kimmelma, Reijo
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p. 550 - 555
(2007/10/02)
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- The Stabilization due to the Methyl Group in RSCH2CH=CHCH3
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Equilibrium constants for the isomerization reactions have been measured and the energy differences of the isomers have been calculated.According to these results a methyl group stabilizes the double bond by 12.8(5) kJ mol-1 and the RSCH2CH3 cis interaction is 3.7(4) kJ mol-1.
- Kimmelma, Reijo
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p. 344 - 347
(2007/10/02)
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- Selective Condensation of titanium Reagent with Carbonyl Compounds
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titanium reagent generated easily from allyl ethyl sulfides condensed with aldehydes to give erythro-β-hydroxy sulfides in highly regio- and stereoselective manner.In contrast, crotyl ethyl sulfide reacted with aldehydes affording δ-hydroxy vinyl sulfide exclusively.The substitution pattern of the starting sulfide can have a pronounced effect on the selectivity in this condensation reaction, erythro-β-Hydroxy sulfide obtained was transfromed stereoselectively to the trans-vinyloxirane or 1,3-alkadiene.
- Furuta, Kyoji,Ikeda, Yoshihiko,Meguriya, Noriyuki,Ikeda, Nobuo,Yamamoto, Hisashi
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p. 2781 - 2790
(2007/10/02)
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