Solid-State Examination of Conformationally Diverse Sulfonamide Receptors Based on Bis(2-anilinoethynyl)pyridine, -Bipyridine, and -Thiophene

作者: Orion B. Berryman , Charles A. Johnson , Chris L. Vonnegut , Kevin A. Fajardo , Lev N. Zakharov

DOI: 10.1021/CG5018856

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摘要: Utilizing an induced-fit model and taking advantage of rotatable acetylenic C(sp)–C(sp2) bonds, we disclose the synthesis solid-state structures a series conformationally diverse bis-sulfonamide arylethynyl receptors using either pyridine, 2,2′-bipyridine, or thiophene as core aryl group. Whereas bipyridine do not appear to bind guests in solid state, pyridine form 2 + dimers with water molecules, two halides, one each, depending on protonation state nitrogen atom. Isolation related bis-sulfonimide derivative demonstrates importance sulfonamide N–H hydrogen bonds dimer formation. The monomeric larger such BF4– HSO4–, where arms rotate side opposite N

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