7-Selenabicyclo[2.2.1]heptane |
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| Authors: | Phoebe E Macdougall Heather M Aitken Peter J Scammells Yvonne Kavanagh Sara H Kyne Carl H Schiesser |
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| Affiliation: | ARC Centre of Excellence for Free Radical Chemistry and Biotechnology, Australia. |
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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 × 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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