Details

Autor(en) / Beteiligte

• Pham, Ngoc H.
• Wenzel, Thomas J.

Titel

A water-soluble calix[4]resorcinarene with L-pipecolinic acid groups as a chiral NMR solvating agent

Ist Teil von

• Chirality (New York, N.Y.), 2012-03, Vol.24 (3), p.193-200

Ort / Verlag

Hoboken: Wiley Subscription Services, Inc., A Wiley Company

Erscheinungsjahr

2012

Quelle

Wiley-Blackwell Journals

Beschreibungen/Notizen

• A sulfonated calix[4]resorcinarene containing L‐pipecolinic acid groups is investigated as a water‐soluble chiral NMR solvating agent. Aromatic substrates with phenyl, indole, indane, naphthyl, and pyridyl rings are analyzed. The substrates, which are water soluble because of ammonium, hydroxyl, or carboxylate functional groups, form host–guest complexes by insertion of the aromatic ring into the cavity of the calix[4]resorcinarene. Enantiomeric discrimination with the calix[4]resorcinarene derivative with L‐pipecolinic acid is compared with similar reagents with proline, hydroxyproline, and α‐methylproline moieties that have previously been reported. The derivative with L‐pipecolinic acid often produces the best enantiomeric discrimination for one or more hydrogen atoms of the 24 substrates examined herein. Chirality, 2012. © 2012 Wiley Periodicals, Inc.