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Stabilities of Hydrogen‐Bonded Supramolecular Complexes with Various Numbers of Single Bonds: Attempts To Quantify a Dogma in Host–Guest Chemistry
Author(s) -
Eblinger Frank,
Schneider HansJörg
Publication year - 1998
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(19980403)37:6<826::aid-anie826>3.0.co;2-z
Subject(s) - supramolecular chemistry , chemistry , hydrogen bond , single bond , quadruple bond , host–guest chemistry , crystallography , stereochemistry , molecule , bond length , organic chemistry , bond order , group (periodic table) , crystal structure
The disadvantage of flexible bonds in supramolecular host–guest complexes is much smaller than usually assumed. In the association of dicarboxlic acids with diamides (shown on the right), freely rotatable single bonds have only a minor disadvantageous influence on the free energy of complexation Δ G cplx . From the linear correlation between Δ G cplx and the number of single bonds n , a decrease in the free energy of complexation of only 1.3 kJ mol −1 per single bond was determined.