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Synthesis and optical resolution of 1‐[(3‐carboxy‐1,1′‐biphenyl)‐2‐yl]‐ 1H ‐pyrrole‐2‐carboxylic acid
Author(s) -
Faigl Ferenc,
VasFeldhoffer Bernadett,
Kudar Veronika,
Czugler Mátyás,
Pál Krisztina,
Kubinyi Miklós
Publication year - 2009
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20686
Subject(s) - chemistry , pyrrole , biphenyl , enantiomer , chirality (physics) , carboxylic acid , absolute configuration , resolution (logic) , stereochemistry , single crystal , medicinal chemistry , crystallography , organic chemistry , chiral symmetry , physics , quantum mechanics , artificial intelligence , computer science , nambu–jona lasinio model , quark
Site selective mono‐ and dimetalation methods have been developed for the functionalization of 1‐[(1,1′‐biphenyl)‐2‐yl]‐1H‐pyrrole. Optical resolution of the prepared 1‐[(3‐carboxy‐1,1′‐biphenyl)‐2‐yl]pyrrole‐2‐carboxylic acid provided new atropisomeric 1‐arylpyrrole derivatives. The absolute configuration of the pure dicarboxylic acid enantiomers was determined by single crystal X‐ray diffraction and CD spectroscopy. Chirality 2009. © 2009 Wiley‐Liss, Inc.