Chiral Metallocalix[4]arenes: Resolution by Diastereomeric Tungsten(VI) Alkoxides

TitleChiral Metallocalix[4]arenes: Resolution by Diastereomeric Tungsten(VI) Alkoxides
Publication TypeJournal Article
Year of Publication1996
AuthorsXu, B, Carroll, PJ, Swager, TM
JournalAngewandte Chemie, International Edition
Volume35
Pagination2094–2097
Date Publishedoct
ISSN0570-0833
Keywordscrystal structure tungsten calixarene hydrobenzoinato complex, metallocalixarene chiral resoln tungsten alkoxide prepn, tungsten calixarene chiral prepn structure resoln
Abstract

The chiral metallocalix[4]arene [W(L)Cl2] (L = 3,4-dimethylcalix[4]arene) was resolved by means of tungsten alkoxide complex prepn. The dichloride was reacted with (1S,2S)-trans-1,2-cyclohexanediol or (S,S)-(-)-hydrobenzoin to give the substituted complexes. The hydrobenzoin complex diastereomers were more easily sepd. than those of the cyclohexanediol complex and were converted back to the dichlorides or to the oxides [WO(L)] as pure enantiomers. The CD spectra of the thus prepd. [W(L)Cl2] complexes are mirror images, confirming that they are enantiomers. [on SciFinder(R)]

URLhttp://doi.wiley.com/10.1002/anie.199620941
DOI10.1002/anie.199620941