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. 2012 Sep 21;48(73):9126-8.
doi: 10.1039/c2cc34984a. Epub 2012 Aug 6.

7-Selenabicyclo[2.2.1]heptane

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7-Selenabicyclo[2.2.1]heptane

Phoebe E Macdougall et al. Chem Commun (Camb). .

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 × 10(4) s(-1) at 80 °C (3.8 × 10(6) s(-1) at 200 °C) for the intramolecular homolytic substitution process involved in this cyclization.

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