Work

Anion-directed self-assembly of a 2,6-bis(2-anilinoethynyl)pyridine bis(amide) scaffold

Year: 2016

Type: article

Abstract: Bis(sulfonamide) receptors based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold form persistent dimers with water and halides in solution and in the solid-state. The structurally related bis(amide) receptor derived from 3,5-dinitrobenzoyl chloride is a dimer in the solid-state with two HCl molecules directing the self-assembly. The 2+2 dimer, with a twisted ‘S’-shaped backbone, is held together by six hydrogen bonds. Dissolution of the (H2+√Cl − )2 adduct in CHCl3 results, however, in a monomeric structure. DOSY and 1H NMR experiments were used to identify the dominance of monomer in solution for both 2 and H2+√Cl − . The ‘OFF–ON’ fluorescence response of 2,6-bis(2-anilinoethynyl)pyridine is retained with amide arms.

Source: Supramolecular chemistry

DOI: 10.1080/10610278.2015.1072199

Authors: Blakely W. Tresca, Orion B. Berryman, Lev N. Zakharov, Darren W. Johnson, Michael M. Haley

Institution: University of Oregon

Language: English

Topic: Supramolecular Chemistry and Complexes

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Institute of General Medical Sciences, National Institute of Environmental Health Sciences

Awards: Reducing Susceptibility to Environmental Stress Throughout the Life Span, Design of Modular Receptors for Ion and Molecule Recognition