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Guest‐Controlled Formation of a Hydrogen‐Bonded Molecular Capsule
Author(s) -
Shivanyuk Alexander,
Paulus Erich F.,
Böhmer Volker
Publication year - 1999
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/(sici)1521-3773(19991004)38:19<2906::aid-anie2906>3.0.co;2-f
Subject(s) - hydrogen bond , intermolecular force , molecule , chemistry , crystallography , stereochemistry , organic chemistry
The dimerization of the self‐complementary resorcarene tetraesters is triggered by the entrapment of a tropylium cation in the π‐basic cavity. Eight intermolecular OH⋅⋅⋅OC hydrogen bonds together with host–guest interactions such as charge transfer and C−H⋅⋅⋅π bonding are responsible for the high stability of this assembly (see picture). Hereby neither the host–guest interaction nor the interaction of two resorcarene molecules through hydrogen bonds is sufficient by itself to form the complex.