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Anion-directed self-assembly of a 2,6-bis(2-anilinoethynyl)pyridine bis(amide) scaffold
Supramolecular Chemistry ( IF 2.1 ) Pub Date : 2016-01-29 , DOI: 10.1080/10610278.2015.1072199
Blakely W Tresca 1 , Orion B Berryman 1 , Lev N Zakharov 2 , Darren W Johnson 1 , Michael M Haley 1
Affiliation  

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.

中文翻译:

2,6-双(2-苯胺乙炔基)吡啶双(酰胺)支架的阴离子导向自组装

基于 2,6-双(2-苯胺乙炔基)吡啶支架的双(磺酰胺)受体在溶液和固态下与水和卤化物形成持久性二聚体。源自 3,5-二硝基苯甲酰氯的结构相关的双(酰胺)受体是一种固态二聚体,具有两个 HCl 分子指导自组装。具有扭曲的“S”形骨架的 2+2 二聚体由六个氢键连接在一起。然而,(H2+√Cl - )2 加合物溶解在 CHCl3 中会产生单体结构。使用 DOSY 和 1H NMR 实验来确定单体在溶液中 2 和 H2+√Cl - 的优势。酰胺臂保留了 2,6-双(2-苯胺乙炔基)吡啶的“OFF-ON”荧光响应。
更新日期:2016-01-29
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