7-Selenabicyclo[2.2.1]heptane

Phoebe E Macdougall, Heather M Aitken, Peter John Scammells, Yvonne Kavanagh, Sara H Kyne, Carl Herbert Schiesser

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10 Citations (Scopus)

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 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.
Original languageEnglish
Pages (from-to)9126 - 9128
Number of pages3
JournalChemical Communications
Volume48
Issue number73
DOIs
Publication statusPublished - 2012

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