Controllability of dynamic double helices: quantitative analysis of the inversion of a screw-sense preference upon complexation.

ABSTRACT: We describe a quantitative analysis of the complexation-induced inversion of a screw-sense preference based on a conformationally dynamic double-helix structure in a macrocycle. The macrocycle is composed of two twisting units (terephthalamide), which are spaced by two strands (1,3-bis(phenylethynyl)benzene), and is designed to generate a double-helix structure through twisting about a C₂ axis in a conrotatory manner. The attachment of chiral auxiliaries to the twisting units induces a helical preference for a particular sense of (M)- or (P)-helicity through the intramolecular transmission of chirality to dynamic double helices. The twisting unit can also act as a binding site for capturing a guest molecule, and, in a complexed state, the preferred screw sen

SUBMITTER: Katoono R 

PROVIDER: S-EPMC5506618 | biostudies-literature | 2015 Nov

REPOSITORIES: biostudies-literature