The acid–base neutralization reaction of commercially available disodium 2,6-naphthalenedisulfonate (NDS, 2 equivalents) and the tetrahydrochloride salt of tetrakis(4-aminophenyl)methane (TAPM, 1 equivalent) in water gave a novel three-dimensional charge-assisted hydrogen-bonded framework (CAHOF, F-1). The framework F-1 was characterized by X-ray diffraction, TGA, elemental analysis, and ¹H NMR spectroscopy. The framework was supported by hydrogen bonds between the sulfonate anions and the ammonium cations of NDS and protonated TAPM moieties, respectively. The CAHOF material functioned as a new type of catalytically active Brønsted acid in a series of reactions, including the ring opening of epoxides by water and alcohols. A Diels–Alder reaction between cyclopentadiene and methyl vinyl ketone was also catalyzed by F-1 in heptane. Depending on the polarity of the solvent mixture, the CAHOF F-1 could function as a purely heterogeneous catalyst or partly dissociate, providing some dissolved F-1 as the real catalyst. In all cases, the catalyst could easily be recovered and recycled.

中文翻译：

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由四（4-氨基苯基）甲烷和2,6-萘二磺酸盐的共轭酸自组装而成的电荷辅助氢键有机骨架（CAHOF），是一类新型的可循环布朗斯台德酸催化剂。

市售的2,6-萘二磺酸二钠（NDS，2当量）和四（4-氨基苯基）甲烷的四盐酸盐（TAPM，1当量）在水中的酸碱中和反应产生了新颖的三维电荷辅助氢键骨架（CAHOF，F-1）。F-1构架通过X射线衍射，TGA，元素分析和¹表征1 H NMR光谱。框架分别由NDS和质子化TAPM部分的磺酸根阴离子和铵阳离子之间的氢键支撑。CAHOF材料在一系列反应中起着新型催化活性布朗斯台德酸的作用，包括水和醇类对环氧化物的开环作用。F-1在庚烷中还催化了环戊二烯与甲基乙烯基酮之间的Diels-Alder反应。根据溶剂混合物的极性，CAHOF F-1可以充当纯均相催化剂或部分离解，从而提供一些溶解的F-1作为真正的催化剂。在所有情况下，催化剂都可以轻松回收和再循环。