Publication details

A Triangular Macrocycle Altering Planar and Bulky Sections in Its Molecular Backbone

Authors

KALETA Jiří MAZAL Ctibor

Year of publication 2011
Type Article in Periodical
Magazine / Source Organic Letters
MU Faculty or unit

Faculty of Science

Citation
Web http://pubs.acs.org/doi/pdf/10.1021/ol1031816
Doi http://dx.doi.org/10.1021/ol1031816
Field Organic chemistry
Keywords SHAPE-PERSISTENT MACROCYCLES; SUPRAMOLECULAR CHEMISTRY
Description A triangular macrocyclic molecule has been synthesized which consists of substituted phenanthrene vertices interconnected by 1,3-diethynylbicyclo[1.1.1]pentane sides. The molecule is the very first example of exploiting the bicyclopentane motif in the construction of a shape persistent macrocycle's backbone. It carries new features such as bulkiness, nonconjugated sigma-bonding, and a certain conformational flexibility due to its easy longitudinal rotation. We have used some of the features in order to rationalize the observed tendency of the compound to form films on various surfaces.
Related projects: