Methanol-mediated benzimidazolamidocavitand

Resorcin[4]arene-based cavitand bearing four benzimidazolamido moieties on the upper rim has vase conformation by the clip-type hydrogen bonds of a methanol with CO as well as –NH of a benzimidazolamido unit. These methanol-mediated rigidifications of four benzimidazolamido moieties result in a narr...

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Veröffentlicht in:Tetrahedron letters 2013-11, Vol.54 (47), p.6291-6295
Hauptverfasser: Park, Yeon Sil, Paek, Kyungsoo
Format: Artikel
Sprache:eng
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Zusammenfassung:Resorcin[4]arene-based cavitand bearing four benzimidazolamido moieties on the upper rim has vase conformation by the clip-type hydrogen bonds of a methanol with CO as well as –NH of a benzimidazolamido unit. These methanol-mediated rigidifications of four benzimidazolamido moieties result in a narrow and deep cavity, and the aromatic protons in the –NH side of benzimidazolyl unit direct to adjacent benzimidazolyl unit. This methanol-mediated cavitand forms weak complexes of n-alkanes by CH/π interaction with the aromatic π surfaces of the walls at low temperature.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2013.09.003