Chiral Separation of Styrene Oxides Supported by Enantiomeric Tetrahedral Neutral Pd(II) Cages

The separation of enantiomers is of considerable importance in the preparation of the compounds of biological interests, catalysis, and drug development. Here, we report a novel enantioseparation of styrene epoxides (SOs) resolved in the presence of a pair of enantio-enriched tetrahedral cages. Chir...

Full description

Saved in:
Bibliographic Details
Published in:Inorganic chemistry 2019-11, Vol.58 (22), p.15017-15020
Main Authors: Rajasekar, Prabhakaran, Pandey, Swechchha, Ferrara, Joseph D, Del Campo, Mark, Le Magueres, Pierre, Boomishankar, Ramamoorthy
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The separation of enantiomers is of considerable importance in the preparation of the compounds of biological interests, catalysis, and drug development. Here, we report a novel enantioseparation of styrene epoxides (SOs) resolved in the presence of a pair of enantio-enriched tetrahedral cages. Chiral neutral cages of formula [(Pd3X*)4(C6O4Cl2)6] ([X*]3– = RRR- or SSS-[PO­(N­(*CH­(CH3)­Ph)3]3–) are constructed from Pd3 building units supported by tris­(imido)­phosphate trianions and chloranilate linkers. These cages exhibit considerable enantioselective separation capabilities toward a series of styrene epoxides via a crystallization inclusion method. A highest enantiomeric excess (ee) value of up to 80% is achieved for the (R)-4-fluorostyrene oxide.
ISSN:0020-1669
1520-510X
DOI:10.1021/acs.inorgchem.9b02389