I was working on nucleophilic addition reactions to the carbonyl group (namely, hemiacetal formation) when I came across the following explanation for the use of acid catalyst and how it increases reaction rate:
In acid (dilute HCl, say), the mechanism is different in detail. The first step is now protonation of the carbonyl group’s lone pair: the positive charge makes it much more electrophilic so the addition reaction is faster.
The reaction at hand is the following:
Ignoring the presence of the positive formal charge on the oxygen, I am trying to understand on a molecular orbital theory level why this makes sense. I'm suspecting that this somehow lowers carbon's LUMO (${π}^{*}$ orbital), which would enhance the electrophilicity of carbon.
Would someone be able to give an explanation to the enhanced electrophilicity of the carbonyl group based on molecular orbital theory?
References
Clayden, J., Greeves, N., Warren, S. Organic chemistry, 2nd ed.; Oxford University Press: New York, 2012.