MacDougall, P .E., Aitken, H. M., Scammells, P. J. et al, Kavanagh, Y., Kyne, S. H. and Schiesser, C. H.
(2012)
7-Selenabicyclo2.2.1heptane.
Chemical Communications, 48
(73).
pp. 9126-9128.
ISSN 1359-7345
Full content URL: http://dx.doi.org/10.1039/c2cc34984a
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Item Type: | Article |
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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-selenabicyclo2.2.1heptane in 48% conversion and in 20% yield after chromatography. G3(MP2)-RAD calculations predict a rate constant of 5 X 104 s-1 at 80 °C (3.8 X 106 s -1 at 200 °C) for the intramolecular homolytic substitution process involved in this cyclization.
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