- The mechanism study of free radical SH2′ reactions by leaving group effect and secondary α-deuterium kinetic isotope effect
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The reactions of free radical addition to allylic compounds are believed to proceed the SH2′ mechanism. It is not clear whether the S H2′ mechanism is concerted or stepwise. The leaving group effects and the secondary α-deuterium kin
- Wu, Yuh-Wern,Huang, Shu-Hui,Tseng, Teong-Fuh,Yang, Jyh-Ferng
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p. 1005 - 1011
(2007/10/03)
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- An intriguing effect of Yb(OTf)3-TMSCl in the halogenation of 1,1-disubstituted alkenes by NXS: Selective synthesis of allyl halides
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A novel protocol to effect the efficient selective halogenation of 1,1-disubstituted alkenes with NXS catalyzed by Yb(OTf)3-TMSCl, which affords the corresponding allyl halides in high yield, including allyl bromide, chloride, iodide and fluori
- Yamanaka, Masamichi,Arisawa, Mitsuhiro,Nishida, Atsushi,Nakagawa, Masako
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p. 2403 - 2406
(2007/10/03)
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- The competitive reactions between electron transfer and radical addition in free radical reactions
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The photolytic reactions of 2-substituted allyl chloride with t-BuHgCl in different solvents were investigated. The reactions proceed the SH2′ reaction mechanism except the substituent is a strong electron-releasing group. The electron transfer process becomes more competitive with the radical addition process when the substituent is a strong electron-releasing group. When the substituent is a strong electron-releasing group such as -CH2SiMe3, the reaction in CH3CN shows pronounced electron transfer process while the reaction in DMSO or THF involves both of the SH2′ and the electron transfer processes. The reaction is solvent dependent. An electron transfer mechanism is discussed.
- Wu, Yuh-Wern,Lu, Cheng-Yi
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p. 1129 - 1134
(2007/10/03)
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- Studies on the Autoxidation of Branched-chain Olefins. I. Autoxidation of 2-Methylalk-1-enes and 2-Methylalk-2-enes
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The products of the autoxidation of 2-methylpent-1-ene, 2-methylpent-2-ene, 2-methylhex-1-ene, 2-methylhex-2-ene, 2,4,4-trimethylpent-1-ene, and 2,4,4-trimethylpent-2-ene were analyzed by gas chromatography.The identification of the products corresponding to the individual peaks was possible by comparison with authentic substances or by preparative gaschromatographic separation and n.m.r.-spectroscopy of the isolated samples.In this way not only the epoxides and the products of the oxidative cleavage of the C=C double bond but also the allylic alcohols formed by LiAlH4-reduction of the oxidation mixtures could be identified and analyzed.From the results the compositions of the original oxidation mixtures were calculated.
- Bilas, W.,Hoebold, W.,Pritzkow, W.
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p. 125 - 141
(2007/10/02)
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