title: Self-Sorting of Two Hydrocarbon Receptors with One Carbonaceous Ligand.
abstract: Non-directional van der Waals forces in biological and synthetic supramolecular systems play important roles in molecular assembly, particularly in determining the distances of the interacting species. The van der Waals forces are normally used in combination with other directional forces and are considered to play a secondary role in achieving specificity and fidelity in molecular recognition. Using an ideal supramolecular system consisting solely of hydrogen and carbon atoms, we found that the van der Waals interactions enable the high-fidelity sorting of two homomeric receptors during ligand-induced assembly. The self-sorting occurred in a narcissistic manner by repulsion of a competing diastereoisomeric receptor from the assembly. The structure-sorting relationship study with enantiomers further revealed the dominant role of the van der Waals forces in shape recognition for high-fidelity self-sorting.
authors.affiliation: JST, ERATO, Isobe Degenerate π-Integration Project, Aoba-ku, Sendai, 980-8577, Japan.|Advanced Institute for Materials Research, Tohoku University, Aoba-ku, Sendai, 980-8577, Japan.
authors.forename: Taisuke
authors.initials: T
authors.lastname: Matsuno
authors.affiliation: JST, ERATO, Isobe Degenerate π-Integration Project, Aoba-ku, Sendai, 980-8577, Japan.|Advanced Institute for Materials Research, Tohoku University, Aoba-ku, Sendai, 980-8577, Japan.
authors.forename: Sota
authors.initials: S
authors.lastname: Sato
authors.affiliation: JST, ERATO, Isobe Degenerate π-Integration Project, Aoba-ku, Sendai, 980-8577, Japan.|Advanced Institute for Materials Research, Tohoku University, Aoba-ku, Sendai, 980-8577, Japan.
authors.forename: Atsutoshi
authors.initials: A
authors.lastname: Yokoyama
authors.affiliation: Department of Chemistry, Tohoku University, Aoba-ku, Sendai, 980-8578, Japan.
authors.forename: Sho
authors.initials: S
authors.lastname: Kamata
authors.affiliation: JST, ERATO, Isobe Degenerate π-Integration Project, Aoba-ku, Sendai, 980-8577, Japan.|Advanced Institute for Materials Research, Tohoku University, Aoba-ku, Sendai, 980-8577, Japan.|Department of Chemistry, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan.
authors.forename: Hiroyuki
authors.identifier: 0000-0001-8907-0694
authors.initials: H
authors.lastname: Isobe
mesh_terms: D002244:Carbon / Q000737:chemistry*; D006838:Hydrocarbons / Q000737:chemistry*; D057927:Hydrophobic and Hydrophilic Interactions; D008024:Ligands; D015394:Molecular Structure
chemical_list: D006838:Hydrocarbons; D008024:Ligands; D002244:Carbon
keywords: fullerenes; molecular recognition; nanotubes; receptors; self-sorting