Switching of Chiral Induction in Helical Aromatic Oligoamides Using Solid State−Solution State Equilibrium
Journal of the American Chemical Society2004Vol. 126(4), pp. 1034–1035
Citations Over TimeTop 10% of 2004 papers
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.
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