title: Insight into the reaction between a primary amine and a cavitand with an introverted aldehyde group: an enzyme-like mechanism.
abstract: Density functional theory investigations reveal that a cavitand with an introverted aldehyde group not only provides the host-guest interaction for preorganizing the substrate and stabilizing the hemiaminal intermediate, but also acts as an acid/base catalyst in the subsequent dehydration step in its reaction with a primary amine.
authors: Institute of Theoretical and Computational Chemistry, Key Laboratory of Mesoscopic Chemistry of Ministry of Education, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, PR China.
authors: Lina
authors: L
authors: Xu
authors: Shugui
authors: S
authors: Hua
authors: Shuhua
authors: S
authors: Li
mesh_terms: D000447:Aldehydes; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D004798:Enzymes / Q000737:chemistry / Q000378:metabolism*; D004988:Ethers, Cyclic / Q000737:chemistry*; D005740:Gases / Q000737:chemistry; D006860:Hydrogen Bonding; D012118:Resorcinols / Q000737:chemistry*; D013816:Thermodynamics
chemical_list: D000447:Aldehydes; D000588:Amines; D004798:Enzymes; D004988:Ethers, Cyclic; D005740:Gases; D012118:Resorcinols; C442939:cavitand