Search results for "Danishefsky's diene"
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The catalytic effects of a thiazolium salt in the oxa-Diels–Alder reaction between benzaldehyde and Danishefsky's diene: a molecular electron density…
2021
The oxa-Diels–Alder (ODA) reaction of benzaldehyde with Danishefsky's diene in the presence of a [thiazolium][Cl] salt, as a model of an ionic liquid, has been studied within Molecular Electron Density Theory (MEDT) at the M06-2X/6-311G(d,p) computational level. The formation of two hydrogen bonds (HBs) between the thiazolium cation and the carbonyl oxygen of benzaldehyde modifies neither the electrophilic character of benzaldehyde nor its electronic structure substantially but accelerates the reaction considerably. This ODA reaction presents an activation energy of 4.5 kcal mol−1; the formation of the only observed dihydropyranone is strongly exothermic by −28.8 kcal mol−1. The presence of…