Pregled bibliografske jedinice broj: 82188
Molecular and electronic structure of benzannulated isobenzofurans
Molecular and electronic structure of benzannulated isobenzofurans, 2001. (ostalo).
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Naslov
Molecular and electronic structure of benzannulated isobenzofurans
Autori
Margetić, Davor ; Warrener, Ronald N. ; Dibble, Peter W.
Izvornik
Seventh electronic computational chemistry conference (ECCC-7), Robert Q. Topper Ed., April 2001, http://www.cooper.edu/engineering/chemechem/ECCC7/
Vrsta, podvrsta
Ostale vrste radova, ostalo
Godina
2001
Ključne riječi
DFT; calculations; transition states; cycloadditions; isobenzofurans
Sažetak
Density functional theory (DFT) calculations at the B3LYP/6-31G* level of theory for isobenzofuran 1 and eleven benzannulated derivatives have been performed in order to compare their relative reactivities as dienes in Diels-Alder reactions. The transition state (TS) energies for their reactions with ethylene have been determined and shown to form a linear correlation between activation energies and structure count (SC) ratios. TS energies as method for comparison of diene reactivities can be applied to IBFs bearing substituents on the ring as well as those containing heteroatoms, for which SC ratio method fails. Different measures of aromaticity of benzannulated IBFs indicate the decrease in the aromaticity, what is reflected on their reactivity as a dienes in Diels-Alder reaction.
Izvorni jezik
Engleski
