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- W2004384612 abstract "The gas-phase pyrolysis of 3,3-dimethylcyclopropene (1) in the temperature range of 185–225°C gives 3-methyl-1-butyne (2) (91%) and isoprene (3) (9%). The gas-phase pyrolysis of 3,3-dimethyl-1-trimethylsilylcyclopropene (4) in the temperature range of 195–235°C gives 3-methyl-1-trimethylsilyl-1-butyne (5) (99%) and trans-3-methyl-1-trimethylsilyl-1,3-butadiene (6) (1%). Both rearrangements are homogeneous, first-order, unimolecular reactions with the following pressure-independent Arrhenius parameters. Rather surprisingly, the trimethylsilyl group deactivates cyclopropene with respect to its isomerisation. Possible mechanisms are discussed. Gas-Phasen-Kinetik der Pyrolyse von 3,3-Dimethylcyclopropen und seinem 1-Trimethylsilyl-Derivat. – Der Effekt der Silyl-Substitution auf die Cyclopropen-Isomerisierung Die Gasphasen-Pyrolyse von 3,3-Dimethylcyclopropen (1) im Temperaturbereich 185–225°C ergibt 3-Methyl-1-butin (2) (91%) und Isopren (3) (9%). Die Gasphasen-Pyrolyse von 3,3-Dimethyl-1-trimethylsilylcyclopropen (4) führt zu 3-Methyl-1-trimethylsilyl-1-butin (5) (99%) und trans-3-Methyl-1-trimethylsilyl-1,3-butadien (6) (1%). Beide Umlagerungen sind homogene, unimolekulare Reaktionen erster Ordnung mit den folgenden druck-unabhängigen Arrhenius-Parametern. Überraschenderweise desaktiviert die Trimethylsilyl-Gruppe das Cyclopropen in bezug auf seine Isomerisierung. Mögliche Mechanismen werden diskutiert." @default.
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- W2004384612 date "1989-04-01" @default.
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- W2004384612 title "Gas‐Phase Kinetics of Pyrolysis of 3,3‐Dimethylcyclopropene and Its 1‐Trimethylsilyl Derivative The Effect of Silyl Substitution on Cyclopropene Isomerisation" @default.
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- W2004384612 doi "https://doi.org/10.1002/cber.19891220409" @default.
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