In both cases, complexation leads to the formation of a web of weak hydrogen bonds, which is closely aligned with the observed NBO interactions. For catalyst 1, a network of hydrogen bonds forms between the anion and the C-H groups of the quinuclidine ring. The E(2) values in this arrangement are quite comparable to the range observed in the ammonium-based (R=CH3) system, approximately 10 kJ/mol. On the other hand, 2 exhibits two distinct HB-donors, resulting in two types of hydrogen bonds, much like the small guanidinium-based model. The E(2) values for this system are approximately -50 kJ/mol for NH as an HB donor, while those that involve the CH group are weaker, around -10 kJ/mol.