4.7 Article

7-Selenabicyclo[2.2.1]heptane

Journal

CHEMICAL COMMUNICATIONS
Volume 48, Issue 73, Pages 9126-9128

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2cc34984a

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Funding

  1. Australian Research Council through the Centres of Excellence Scheme

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

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