Dergiler / Turkish Journal of Chemistry / 1999 / Cilt: 23 - Sayı: 2

An Investigation of the Formation Mechanism of Allene or Alkyne in the 6,7-Benzobicyclo[3.2.1]octane System by Deuterium Labeling Experiments

Sayfa
115–122
DOI
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Özet

In order to reveal the real intermediate in the base-promoted reaction of 1, 3-bromo-4,4-dideuterio-6,7-benzobicyclo[3.2.1]octa-2,6-diene 10 was synthesized and its HBr elimination reaction studied. Reaction of 10 with potassium tert-butoxide yielded butoxyl ether 18 in which proton-deuterium exchange has occured.

Abstract

In order to reveal the real intermediate in the base-promoted reaction of 1, 3-bromo-4,4-dideuterio-6,7-benzobicyclo[3.2.1]octa-2,6-diene 10 was synthesized and its HBr elimination reaction studied. Reaction of 10 with potassium tert-butoxide yielded butoxyl ether 18 in which proton-deuterium exchange has occured.

Anahtar kelimeler: Cyclic allene, Cyclic alkynes, Deuterium Labeling