Supramolecular recognition and structural elucidation of inclusion complexes of an achiral carbene precursor in ß- and permethylated ß-cyclodextrin

Autor(en)
Jean-Luc Mieusset, Daniel Krois, Mirjana Pacar, Lothar Brecker, Gerald Giester, Udo H. Brinker
Abstrakt

Equation presented. Inclusion of achiral carbene precursor endo-8-azibicyclo[3.2.1]octan-3-ol (1) in chiral ß-cyclodextrin (7-Cy) and tri-O-methyl-ß-cyclodextrin (TRIMEB) leads to 1:1 complexes 1@7-Cy and 1@TRIMEB, respectively. The combined methods of induced circular dichroism, NMR spectroscopy, and X-ray structure determination were employed for the first time for structural elucidation of the complexes in solution and the solid state. Significantly different orientations of 1 were observed. Compared with 1@7-Cy, 1@TRIMEB exhibits a different guest orientation and an association constant one-twentieth lower.

Organisation(en)
Institut für Organische Chemie, Institut für Mineralogie und Kristallographie
Journal
Organic Letters
Band
6
Seiten
1967-1970
Anzahl der Seiten
4
ISSN
1523-7060
Publikationsdatum
2004
Peer-reviewed
Ja
ÖFOS 2012
1051 Geologie, Mineralogie
Link zum Portal
https://ucrisportal.univie.ac.at/de/publications/8956ab68-9920-4f1c-b3a2-088f08fb9102