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- Title
Bridging Chiral Calix[4]arenes: Description, Optical Resolution, and Absolute Configuration Determination.
- Authors
An, Feng‐Jing; Xu, Wen‐Qiang; Zheng, Shuang; Ma, Shi‐Kun; Li, Shao‐Yong; Wang, Run‐Ling; Liu, Jun‐Min
- Abstract
A new chiral calix[4]arene constructed from asymmetric substitution on bridging methylenes, phenyl rings, and (or) oxygen atoms was tentatively named as 'bridging chiral' calix[4]arene that have point chirality on its substituted bridging methylene. A new approach to enantiopure bridging chiral calix[4]arenes through optical resolution is presented for the first time. As a result, a pair of enantiopure bridging chiral calix[4]arene carboxylic acids monobridge-substituted with an equatorial N, N′-dimethylformamidyl group ( 4a and 4b) were easily prepared by the optical resolution of their racemate with chiral auxiliary ( S)-Binol. The absolute configurations of the enantiomers were determined by X-ray crystallographic analysis.
- Subjects
CHIRALITY; AROMATIC compounds; STEREOCHEMISTRY; ORGANIC cyclic compounds; OPTICAL resolution
- Publication
European Journal of Organic Chemistry, 2016, Vol 2016, Issue 5, p1012
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201501467