2H>Allyl Radical: Barrier to Rotation and Allyl Delocalization Energy

DOI: 10.1021/ja00405a032

Source and publish data:

Journal of the American Chemical Society p. 4483 - 4489 (1981)

Update date:2022-08-06

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Authors:

Korth, Hans-Gert

Trill, Heinrich

Sustmann, Reiner

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Article abstract of DOI:10.1021/ja00405a032

Syn and anti <1-²H>allyl radicals are generated from deuterated allyl phosphites by attack of tert-butoxy radicals, and their interconversion is studied in the temperature range of 50-100 deg C.Steady-state kinetic analysis together with time-resolved measurements of the diffusion-controlled recombination kinetics yield an allyl rotational barrier of 15.7 +/- 1.0 kcal/mol (logA = 13.5 +/- 0.5).From this a value of 14.0-14.5 kcal/mol is deduced for the allyl delocalization energy.

Full text of DOI:10.1021/ja00405a032

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