A cavitand stabilizes the Meisenheimer complex of SNAr reactions.
A deep cavitand binds amine nucleophiles and accelerates their subsequent S(N)Ar reactions by solvating the intermediate Meisenheimer complex.
Butterfield
Sara M
SM
The Skaggs Institute for Chemical Biology and The Department of Chemistry, The Scripps Research Institute, MB-26, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
Rebek
Julius
J
D000588:Amines / Q000737:chemistry; D004988:Ethers, Cyclic / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D012118:Resorcinols / Q000737:chemistry*
D000588:Amines; D004988:Ethers, Cyclic; D012118:Resorcinols; C442939:cavitand