Thermolysis of alkyldioxetanes: effect of 3, 3-cyclic substituents and conformation on the activation parameters

AL Baumstark, F Niroomand…

Index: Baumstark, Alfons L.; Niroomand, Farhad; Vasquez, Pedro C. Journal of Organic Chemistry, 1984 , vol. 49, # 23 p. 4497 - 4500

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Citation Number: 4

Abstract

Results and Discussion 3, 3-Tetramethylene-l, 2-dioxetane (l), 3, 3-pentamethylene-l, 2- dioxetane (2), 3, 3-hexamethylene-l, 2-diox-etane (3), cis-4-tert-butylcyclohexanespiro-3'-(1', 2'-dioxe-tane)(4), and 4-methylcyclohexanespiro-3 '-(1', 2'-dioxe-tanes) 5a and 5e were synthesized in approximately 10% yield by closure of the corresponding bromo hydroperoxides 6-1 1 with base at low temperature. The dioxetanes were purified to ...