Isoxazol(2H)-5-one was chosen as amodel molecule to study the structural features (α, β angles and carbonyl bond length) regarding lactonemoiety in the isoxazolone species by computational calculation. DFT method with B3LYP 6-311++G(2df,2p)basis set wasused to carry out the optimization on a series (A and B families) of isoxazolones suitably substituted on double bond. The same computational method assisted by default solvent model was performed to evaluate the energies related to the tautomeric equilibrium of isoxazol(2H)-5-one and to the keto-enol process (IRC). NPA (Natural Population Analysis) allowed us to understand how electron density is distributed on the heterocycle ring, high-lighting reactive sites in chemical reactions and the possible interactions with biological targets.
Isoxazolone Reactivity Explained by Computed Electronic Structure Analysis
Bella Giovanni
;Santoro Antonio;Cordaro Massimiliano;Nicolo Francesco;Bruno Giuseppe
2019-01-01
Abstract
Isoxazol(2H)-5-one was chosen as amodel molecule to study the structural features (α, β angles and carbonyl bond length) regarding lactonemoiety in the isoxazolone species by computational calculation. DFT method with B3LYP 6-311++G(2df,2p)basis set wasused to carry out the optimization on a series (A and B families) of isoxazolones suitably substituted on double bond. The same computational method assisted by default solvent model was performed to evaluate the energies related to the tautomeric equilibrium of isoxazol(2H)-5-one and to the keto-enol process (IRC). NPA (Natural Population Analysis) allowed us to understand how electron density is distributed on the heterocycle ring, high-lighting reactive sites in chemical reactions and the possible interactions with biological targets.Pubblicazioni consigliate
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