Chiral Recognition of Alcohols in the Crystal Lattice of Simple Metal Complexes of O,O′-Dibenzoyltartaric Acid: Enantiocomplementarity and Simultaneous Resolution
✍ Scribed by András Mravik; Zsolt Böcskei; Kálmán Simon; Ferenc Elekes; Zoltán Izsáki
- Publisher
- John Wiley and Sons
- Year
- 1998
- Tongue
- English
- Weight
- 290 KB
- Volume
- 4
- Category
- Article
- ISSN
- 0947-6539
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✦ Synopsis
A simple preparative method for the enantiomeric enrichment of alcohols is reported. Crystallization of the complexes of alcohols formed with calcium and zinc O,O'-dibenzoyltartrates led to effective resolutions of the alcohols. However, zinc and calcium dibenzoyltartrates are complementary resolving agents upon coordinative resolution of less-hindered alkoxy alcohols. Mixed copper(ii) salts of O,O'dibenzoyltartaric acid formed with carboxylic acids can also be applied to the resolution of alkoxy alcohols, thereby providing the simultaneous resolution of an alcohol and a carboxylic acid. Zinc dibenzoyltartrate can form coordination compounds with alkoxy alcohols as well as lattice inclusion compounds with simple alcohols as revealed by the four X-ray structures reported here.