Quantitative decomposition of resonance‐assisted hydrogen bond energy in β‐diketones into resonance and hydrogen bonding (π‐ and σ‐) components using molecular tailoring and function‐based approaches

Abstract

Abstract Using the molecular tailoring and function‐based approaches allows one to divide the energy of the O─H⋯O═C resonance‐assisted hydrogen bond in a series of the β‐diketones into resonance and hydrogen bonding components. The magnitude of the resonance component is assessed as about 6 kcal mol −1 . This value increases by ca. 1 kcal mol −1 on going from the weak to strong resonance‐assisted hydrogen bonding. The magnitude of the hydrogen bonding component varies in the wide range from 2 to 20 kcal mol −1 depending on the structure of the β‐diketone in question.

Topics & Concepts