Diastereoselection through chiral conformations
M Szabó1, R Szilágyi, L Bencze
1Müller Laboratory, Department of Organic Chemistry, University of Veszprém, Egyetem-u.6, H-8200 Veszprém, Hungary.
Abstract:
Chiral conformations of flexible molecules may develop in a concerted manner if the molecule is crowded enough to assure sufficient level of through-the-space contacts. Higher number (> 4) of groups connected to the same atom, as in many coordination compounds, can be advantageous in this respect. The case study of R,S-[(sec-butoxycarbonyl)methyl]cobalt tricarbonyl triphenylphosphine is presented here. X-ray diffraction shows that the possible number of enantiomeric and diastereomeric conformations is reduced by 75% (from 8 to 2) by concerted development of the molecular conformations in crystalline phase.
More Related Videos
Related Concept Videos
Stereoisomers
Molecules with Multiple Chiral Centers
Stereoisomerism of Cyclic Compounds
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
Prochirality
Chirality in Nature


