Y. Tokunaga et J. Rebek, CHIRAL CAPSULES - 1 - SOFTBALLS WITH ASYMMETRIC SURFACES BIND CAMPHORDERIVATIVES, Journal of the American Chemical Society, 120(1), 1998, pp. 66-69
Molecule-within-molecule complexes are proving ever more useful in phy
sical organic chemistry. They provide means of stabilizing reactive in
termediates,(1) observing new forms of stereoisomerism,(2) and acceler
ating certain reactions.(3) Although a number of chiral cavitands and
complexes have been made,(4-8) and guests inside these have been expec
ted to experience intensified sensations of asymmetry as a result of c
ramped quarters, the stereochemical features in these microenvironment
s remain largely unexplored. The possibilities range from asymmetric o
uter surfaces through asymmetric cavity Linings to asymmetric cavities
. We now have them all in hand and introduce here the initial molecule
s with asymmetric surfaces. In the sequel, we will trace the gradual s
hift of research focus from the outside to the inside of the self-asse
mbling ''softball'' 1.1.