In:
Beilstein Journal of Organic Chemistry, Beilstein Institut, Vol. 16 ( 2020-05-26), p. 1124-1134
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 1 H 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.
Type of Medium:
Online Resource
ISSN:
1860-5397
Language:
English
Publisher:
Beilstein Institut
Publication Date:
2020
detail.hit.zdb_id:
2192461-2
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