Structural Studies on α-Pyrone Cycloadducts. Manifestation of the Early Stages of CO2 Extrusion by retro Hetero-Diels–Alder Reaction
Australian Journal of Chemistry2009Vol. 62(5), pp. 407–412
Citations Over Time
Abstract
Structures of the α-pyrone (pyran-2-one) cycloadducts 4–8 show deviations of some bond distances from their normal values, consistent with manifestation of the early stages of the retro hetero-Diels–Alder decarboxylation reaction in the ground state structures. Thus the bridgehead C–O(CO) and C–CO(O) bonds are lengthened and the bridging C–O bond is shortened. The degree of lengthening of the C–O(CO) and C–CO(O) bonds is similar, whereas in the calculated transition state structure there is significant asymmetry in the extent of C–CO(O) and C–O(CO) bond breaking.
Related Papers
- → A NOVEL DECARBOXYLATION OF α-AMINO ACIDS. A FACILE METHOD OF DECARBOXYLATION BY THE USE OF 2-CYCLOHEXEN-1-ONE AS A CATALYST(1986)65 cited
- → Studies in decarboxylation. Part 15. The effect of 3-substitution on the rate of decarboxylation of βγ-unsaturated acids(1982)6 cited
- → ChemInform Abstract: A Novel Decarboxylation of α‐Amino Acids. A Facile Method of Decarboxylation by the Use of 2‐Cyclohexen‐1‐one as a Catalyst.(1986)2 cited
- → Barton Decarboxylation(2010)1 cited
- → A novel method for monitoring of Δ 9 -tetrahydrocannabinolic acid and cannabidiolic acid thermal decarboxylation reactions in cannabis plant(2023)