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. Author manuscript; available in PMC: 2010 Mar 27.
Published in final edited form as: Chem Biol. 2009 Mar 27;16(3):255–264. doi: 10.1016/j.chembiol.2008.09.015

Figure 6.

Figure 6

a) The stabilization of the hemiaminal formed from addition of isobutylamine to cavitand 10a; b) Minimized structure of the hemiaminal formed by addition of ethylenediamine to 10a; the hydrogen bond between the terminal amine and hemiaminal OH is shown; c) Minimized structure of the hemiacetal formed by addition of N,N’-dimethylaminoethanol to 10a; the newly formed OH group is located near the amides and is stabilized by a factor of 5800; d) Minimized structure of the hemiacetal formed by addition of isopropionaldehyde to 10b; the newly formed OH group is located near the aromatic walls and is only stabilized by a factor of 140.