New Applications of the CD Exciton Chirality Method. Stereochemical Assignment of Organic Compounds Containing Carboxylic Acid Groups

Autor: Anne Fischbeck, Hans-Ulrich Humpf, Nana Bartke
Rok vydání: 2005
Předmět:
Zdroj: Monatshefte f�r Chemie - Chemical Monthly. 136:397-410
ISSN: 1434-4475
0026-9247
DOI: 10.1007/s00706-004-0277-4
Popis: CD exciton chirality methods are described for the stereochemical assignment of organic compounds containing carboxylic acid groups. Using the chromophoric combination 2-naphthoate or 2-anthroate and 9-anthrylmethyl group the absolute stereochemistry of α- and β-hydroxy carboxylic acids can be deduced from a single CD measurement. Furthermore, as demonstrated with cyclic and acylic dicarboxylic acids, the direct esterification of sterically hindered carboxyl groups with 2-naphthol also allows the stereochemical assignment via CD spectroscopy.
Databáze: OpenAIRE