M olecular structure and intramolecular hydroge n bonding of ۴-phenylamino -۳-penten -۲-one an d its para substituti ons. A DFT study

a,β-unsaturated-β-ketoamines are capable of forming an N-H…O asymmetric intramolecular hydrogen bond [۲]. The ۴-amino-۳-penten -۲-one (AP O) has an N-H…O intramolecular hydrogen bond. Fur thermore t his compou nd is capab le of forming tautomeric equilibria between ketoamine s, ketoimine, and enolimine (Se e Fig. ۱). APO has been studie d experime ntally and theoretically by DFT c alculations. The results of the calc ulations show that AP O has a relatively strong intramolecular hydrogen bond w ith a N… O distance of ۲.۶۵۸ A [۱]. The goal of this work is to in vestigate th e relative energies of tautomers, structure an d Intramolecular hydrogen bond (IHB) strength of ۴-ph enylamino-۳-penten-۲- one (PhAP O) and its para substitutions by mea ns of DFT calculation and comparison of their IHB strength with AP O.

کلیدواژه ها:

۴-phenyi amino-۳-pen ten-۲-one ، Intramolecular Hydroge n bond strength ، ۴-amin o-۳-penten-۲-one ، Density functio nal Theory ،