Switching of Chiral Induction in Helical Aromatic Oligoamides Using Solid State−Solution State Equilibrium
- 9 January 2004
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 126 (4) , 1034-1035
- https://doi.org/10.1021/ja039511m
Abstract
The introduction of an R asymmetric center in an aromatic oligoamide that adopts stable helical conformations leads to a significant shift of the equilibrium between the right-handed and left-handed helices in solution: the R−P and R−M helices are diastereoisomers. However, these two species were found to cocrystallize in 1:1 proportions. Thus the chiral induction observed in solution is switched off in the solid state. This phenomenon represents an original and unexpected means to control handedness in helical oligomers.Keywords
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