Abstract: 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.

Cite: Ryzhkova Y.E. , Ryzhkov F.V. , Elinson M.N. , Vereshchagin A.N. , Egorov M.P.
Pseudo-four-component synthesis of 5-(4-hydroxy-2-oxo-1,2-dihydropyridin-3-yl)-substituted 5H-chromeno[2,3-b]pyridines and estimation of its affinity to sirtuin 2
Arkivoc. 2020. V.2020. N6. P.193-208. DOI: 10.24820/ark.5550190.p011.220 WOS Scopus OpenAlex

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Web of science:	WOS:000584517600018
Scopus:	2-s2.0-85090141169
OpenAlex:	W3024003467

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DB	Citing
OpenAlex	6
Scopus	4
Web of science	6

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