Journal of Organic Chemistry p. 1455 - 1459 (1982)
Update date:2022-08-16
Topics:
Malatesta, V.
Scaiano, J. C.
Absolute rates of hydrogen atom abstraction by tert-butoxyl from variety of cyclic and acyclic ethers, orthoformates, and acetals have been measured at 27 deg C by laser flash photolysis techniques.High rates of abstraction from the C-H bond adjacent to oxygen and forming small dihedral angle (ca. 30 deg) with the ?-type orbital(s) on the oxygen(s) have been observed.For larger dihedral angles (ca. 90 deg) the rate of C-H abstraction is much lower.Arrehenius parameters have also been measured for a few representative cyclic ethers.
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(1983)