Design of Host Molecules Capable of Forming Extremely Stable Host-Guest Complexes

摘要: Construction of extremely sticky host molecules, those capable forming stable complexes with suitable guests, is an interesting and important puzzle. The more “design principles” for this class compound are summarized: Hydrophobic complexation, as illustrated by the cyclodextrins, historically first “defining” force in host-guest complex stabilization.1 Its great importance to biological systems has caused it be subject intense scrutiny. While originally ascribed entropie effects2 current thinking revisionist ascribing primarily enthalpic features hydrogen bond differential solvation guest.3 A particularly illuminating series papers Diederich summarizes arguments viewpoint.4 rather amorphous nature hydrophobic effects accented Dougherty’s work on ion-dipole several anthracenophane-based hosts. The been exploited effect design hosts acting aprotic organic solvents.5 Aromatic-aromatic stacking Rebek, Hamilton others building nucleoside binding hosts.6 The “lock key effect”, refined Cram’s preorganization concept received increasing consideration7 recently context immunophilin studies. Edge-face aromatic-aromatic interactions have advanced a stabilizing protein conformations. In favorable cases they exercise positive stability. Ion-ion proven effective studied Dougherty8 others. Computational tools increasingly area respect both solvophobic origins interactions.9