On the cooperativity of cation−π and hydrogen bonding interactions

Quantum chemical calculations are performed to gauge the effect of cation−π and hydrogen bonding interactions on each other. M−phenol−acceptor (M = Li<SUP>+</SUP> and Mg<SUP>2+</SUP>; acceptor = H<SUB>2</SUB>O, HCOOH, HCN, CH<SUB>3</SUB>OH, HCONH<SUB>2</SUB> and NH<SUB>3</SUB>) is taken as a model ternary system that exhibits the cation−π and hydrogen bonding interactions. Cooperativity is quantified and the computed positive cooperativity between cation−π and hydrogen bonding interactions is rationalized through reduced variational space (RVS) and charge analyses