A theoretical prediction of stability in hydrogen-bonded complexes formed between oxirane and oxetane rings with HX (X = F and Cl)

The optimised geometries of heterocyclic hydrogen-bonded complexes, C2H4O···HX and C3H6O···HX, where X = F or Cl, were determined at DFT/B3LYP/6-311++G(d,p) computational level. Structural, electronic and vibrational properties of these complexes are used in order to compare the strained ring, which confer the great reactivity of these heterocyclic rings with monoprotic acids, forming a primary hydrogen bond. A secondary hydrogen bond between the hydrogen atoms of the CH2 groups and the halide specie also takes place, thus causing a nonlinearity (characterized by the θ angle), in the primary hydrogen bond.