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

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

SUBMITTER: Tresca BW 

PROVIDER: S-EPMC4838391 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature