The enantiomers of tertiary amine oxides 3 show NMR spectral nonequivalence in the presence of (-)-(S)- or (+)-(R)-t-butylphenylphosphinothioic acid 4. It is observed even for the ε-methyl protons and is large enough to determine the ee values of 3 having long alkyl chains. The enantiomeric thioacids 4 induce also an extremely large magnetic nonequivalence of the geminal N-methylene protons in 3.

Chiral t-butylphenylphosphinothioic acid in NMR analysis of tertiary amine oxides with a stereogenic nitrogen atom / J. Drabowicz, B.Dudziński, M. Mikołajczyk, S. Colonna, N. Gaggero. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 8:13(1997), pp. 2267-2270. [10.1016/S0957-4166(97)00235-8]

Chiral t-butylphenylphosphinothioic acid in NMR analysis of tertiary amine oxides with a stereogenic nitrogen atom

S. Colonna
Penultimo
;
N. Gaggero
Ultimo
1997

Abstract

The enantiomers of tertiary amine oxides 3 show NMR spectral nonequivalence in the presence of (-)-(S)- or (+)-(R)-t-butylphenylphosphinothioic acid 4. It is observed even for the ε-methyl protons and is large enough to determine the ee values of 3 having long alkyl chains. The enantiomeric thioacids 4 induce also an extremely large magnetic nonequivalence of the geminal N-methylene protons in 3.
Settore CHIM/06 - Chimica Organica
Article (author)
File in questo prodotto:
Non ci sono file associati a questo prodotto.
Pubblicazioni consigliate

Caricamento pubblicazioni consigliate

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/183816
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 37
  • ???jsp.display-item.citation.isi??? 37
social impact