Nucleophilic Intermolecular Chemistry and Reactivity of Dimethylcarbene

Nucleophilic Intermolecular Chemistry and Reactivity of Dimethylcarbene

Experimental and computational studies find that dimethylcarbene (DMC), the parent dialkylcarbene, is both predicted to be and functions as a very reactive nucleophilic carbene in addition reactions with five simple alkenes. Activation energies and enthalpies for DMC additions to 2-ethyl-1-butene an...

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Veröffentlicht in:Journal of the American Chemical Society 2015-02, Vol.137 (7), p.2730-2737
Hauptverfasser: Cang, Hui, Moss, Robert A, Krogh-Jespersen, Karsten
Format: Artikel
Sprache:eng
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Zusammenfassung:Experimental and computational studies find that dimethylcarbene (DMC), the parent dialkylcarbene, is both predicted to be and functions as a very reactive nucleophilic carbene in addition reactions with five simple alkenes. Activation energies and enthalpies for DMC additions to 2-ethyl-1-butene and methyl acrylate are computed and observed to be negative.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja513024j