Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Reviews and Accounts
Multipoint Approximation Method for Handedness Determination of Two-fold Helical Assemblies and Their Bundles
Ichiro HisakiToshiyuki SasakiNorimitsu TohnaiMikiji Miyata
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2012 Volume 70 Issue 9 Pages 908-917

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Abstract
Two-fold helical assemblies of points, lines and faces were analyzed by the multipoint approximation method on the basis of three-dimensional space geometry. The analysis has led to the new concept that assemblies generated from a rotational operation by 180 degrees exhibit supramolecular chirality with distinguishable right- or left-handedness, termed as supramolecular tilt chirality, in contrast with the conventional theory in crystallography. This concept has enabled us to determine handedness of two-fold helical assemblies of various organic molecules and macromolecules. Such helical assemblies with three-axial chirality are bundled in various manners through three-stepwise and three-direction processes by using weak interactions. The bundling manners explain formation of chiral crystals starting from achiral molecules, guiding us toward an interpretation of chirality recognition mechanism in host-guest systems. This methodology can unify various kinds of chirality in molecules, supramolecules, macromolecules, and daily life materials on the basis of four-point chirality recognition in three-dimensional space geometry.
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© 2012 The Society of Synthetic Organic Chemistry, Japan
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