Premium
First Artificial Receptor for Caffeine—A New Concept for the Complexation of Alkylated Oxopurines
Author(s) -
Waldvogel Siegfried R.,
Fröhlich Roland,
Schalley Christoph A.
Publication year - 2000
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20000717)39:14<2472::aid-anie2472>3.0.co;2-f
Subject(s) - triphenylene , caffeine , alkylation , hydrogen bond , stacking , molecular recognition , molecule , chemistry , acceptor , stereochemistry , crystallography , organic chemistry , biology , physics , condensed matter physics , endocrinology , catalysis
Addicted to caffeine? The caffeine molecule is strongly held in a 1:1 complex with the first artificial C 3 ‐symmetrical caffeine receptor 1 , which is based on functionalized triphenylene ketals. Molecular recognition by this receptor involves hydrogen bonds and π‐donor–π‐acceptor stacking, as shown by 1 H NMR spectroscopic experiments and a crystal structure analysis.