Absolute Configuration and Enantiodifferentiation of a Hemicryptophane Incorporating an Azaphosphatrane Moiety

Absolute Configuration and Enantiodifferentiation of a Hemicryptophane Incorporating an Azaphosphatrane Moiety

ABSTRACT The hemicryptophane racemate (±)‐M-1, P-1 was optically resolved by semipreparative HPLC on Chiralpak IC column. The absolute configuration of each isolated enantiomer was established from the analysis of their electronic circular dichroism spectra. Enantiodifferentiation of the chiral cati...

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Veröffentlicht in:Chirality (New York, N.Y.) N.Y.), 2012-12, Vol.24 (12), p.1077-1081
Hauptverfasser: Payet, Elina, Dimitrov-Raytchev, Pascal, Chatelet, Bastien, Guy, Laure, Grass, Stephane, Lacour, Jerome, Dutasta, Jean-Pierre, Martinez, Alexandre
Format: Artikel
Sprache:eng
Schlagworte:
absolute configuration
Cage
Cationic
Chemical Sciences
chiral separation
chiral solvating agent
Chirality
chiroptical properties
Circularity
Dichroism
Electronics
hemicryptophane
Integrated circuits
or physical chemistry
Spectra
Theoretical and
TRISPHAT
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Zusammenfassung:ABSTRACT The hemicryptophane racemate (±)‐M-1, P-1 was optically resolved by semipreparative HPLC on Chiralpak IC column. The absolute configuration of each isolated enantiomer was established from the analysis of their electronic circular dichroism spectra. Enantiodifferentiation of the chiral cationic cage (±)‐M-1, P-1 was evidenced in solution using Δ‐TRISPHAT as chiral solvating agent, and the diastereomeric associations were observed in 1H and 31P NMR spectra. Chirality 24:1077–1081, 2012. © 2012 Wiley Periodicals, Inc.
ISSN:0899-0042
1520-636X
DOI:10.1002/chir.22100