Work

A Halogen‐Bond‐Induced Triple Helicate Encapsulates Iodide

Year: 2016

Type: article

Abstract: The self-assembly of higher-order anion helicates in solution remains an elusive goal. Herein, we present the first triple helicate to encapsulate iodide in organic and aqueous media as well as the solid state. The triple helicate self-assembles from three tricationic arylethynyl strands and resembles a tubular anion channel lined with nine halogen bond donors. Eight strong iodine⋅⋅⋅iodide halogen bonds and numerous buried π-surfaces endow the triplex with remarkable stability, even at elevated temperatures. We suggest that the natural rise of a single-strand helix renders its linear halogen-bond donors non-convergent. Thus, the stringent linearity of halogen bonding is a powerful tool for the synthesis of multi-strand anion helicates.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.201605440

Authors: Casey J. Massena, Nicholas B. Wageling, Daniel A. Decato, Enrique Martin Rodriguez, Ariana M. Rose, Orion B. Berryman

Institution: University of Montana

Language: English

Topic: Supramolecular Chemistry and Complexes

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Science Foundation, National Institutes of Health, National Institute of General Medical Sciences

Awards: CAREER: Fundamental Studies of Multidentate Halogen Bond Donors for Supramolecular Catalysis, Biomolecular Structure and Dynamics