- A tin hydride designed to facilitate removal of tin species from products of stannane-mediated radical reactions
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The stannane 1, which is simple to prepare, behaves like the conventional reagents Bu3SnH and Ph3SnH in standard free radical reactions, but with the special characteristic that the tin-containing byproducts are easily and very largely removed by mild hydrolysis (LiOH-water-THF or TsOH-water-THF), which converts them into base-soluble (aqueous NaHCO3) materials. The performance of stannane 1 was evaluated for a range of radical reactions involving halides, selenides, Barton-McCombie deoxygenation, and enyne cyclization. In several cases the effectiveness of the workup procedure in removing tin species was monitored by 1H NMR.
- Clive, Derrick L. J.,Wang, Jian
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p. 1192 - 1198
(2007/10/03)
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- Stereochemistry of the thermal isomerizations of (1/R,2R)-1-((E)-Styryl)-2-methylcyclopropane to 3-phenyl-4-methylcyclopentenes
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(1A,2R)-1-((E)-Styryl)-2-methylcyclopropane at 250 °C racemizes and isomerizes to 6-phenylhexa-1,4-(Z)-diene and to the four isomers of 3-phenyl-4-methylcyclopentene. From the measured rate constants for racemization and for structural isomerizations, and
- Baldwin, John E.,Bonacorsi Jr., Samuel
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p. 10621 - 10627
(2007/10/02)
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- Acid-catalyzed Reactions of Aromatic Hydrocarbons with Alkanes and Cycloalkanes. X. Alkylations with Cyclohexane
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The complex reaction mixtures of the nonconventional alkylation of benzene with cyclohexane in the presence of Lewis/proton acids and promotors were investigated by gas-liquid chromatography and mass spectrometry.Four representative groups of hydrocarbons were found including cycloalkylbenzenes, substituted indanes or tetralines (C12H16), C1-C6-alkylbenzenes and isomeric biscycloalkyls (C12H22).Their formation is interpreted as a competition between alkylation, (without or with isomerization), ringfission with cycloalkylation or fragmentation, and self-alkylation; phenylcycloalkylcations and phenylalkylcations are the intermediates.
- Miethchen, Ralf,Steege, Sigrid,Kroeger, Carl-Friedrich
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p. 823 - 834
(2007/10/02)
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