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Issue 73, 2012
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7-Selenabicyclo[2.2.1]heptane

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Abstract

Thermolysis of a benzene solution of N-[4-(p-(methoxybenzyl)seleno)cyclohexanoyl]-N,S-dimethyldithiocarbonate affords the hitherto unknown 7-selenabicyclo[2.2.1]heptane in 48% conversion and in 20% yield after chromatography. G3(MP2)-RAD calculations predict a rate constant of 5 × 104 s−1 at 80 °C (3.8 × 106 s−1 at 200 °C) for the intramolecular homolytic substitution process involved in this cyclization.

Graphical abstract: 7-Selenabicyclo[2.2.1]heptane

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Publication details

The article was received on 12 Jul 2012, accepted on 26 Jul 2012, published on 26 Jul 2012 and first published online on 26 Jul 2012


Article type: Communication
DOI: 10.1039/C2CC34984A
Citation: Chem. Commun., 2012,48, 9126-9128
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    7-Selenabicyclo[2.2.1]heptane

    P. E. Macdougall, H. M. Aitken, P. J. Scammells, Y. Kavanagh, S. H. Kyne and C. H. Schiesser, Chem. Commun., 2012, 48, 9126
    DOI: 10.1039/C2CC34984A

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