Collect. Czech. Chem. Commun.
1981, 46, 1148-1159
https://doi.org/10.1135/cccc19811148
Delocalization and stability of o- and p-quinone methides: A HMO study
Lubomír Musil, Bohumír Koutek, Milena Píšová and Milan Souček
Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6
Abstract
A series of twenty one p- and o-quinone methides has been investigated by the HMO method. Stability predictions for compounds I-XIII are based on a combination of their topological resonance energy, nucleophilic reactivity and dimerization ability. The obtained results have been verified by the synthesis of four new quinone methides IIb, Vb, VIa and VIb.