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

Author(s)
Jean-Luc Mieusset, Daniel Krois, Mirjana Pacar, Lothar Brecker, Gerald Giester, Udo H. Brinker
Abstract

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(s)
Department of Organic Chemistry, Department of Mineralogy and Crystallography
Journal
Organic Letters
Volume
6
Pages
1967-1970
No. of pages
4
ISSN
1523-7060
Publication date
2004
Peer reviewed
Yes
Austrian Fields of Science 2012
1051 Geology, Mineralogy
Portal url
https://ucrisportal.univie.ac.at/en/publications/8956ab68-9920-4f1c-b3a2-088f08fb9102