Configurationally stable molecular propellers: First resolution of residual enantiomers

Angewandte Chemie - International Edition

Volumn 45, Issue 37, 2006, Pages 6193-6196

  Benincori, Tiziana ^c   Celentano, Giuseppe ^a   Pilati, Tullio ^b   Ponti, Alessandro ^b   Rizzo, Simona ^b   Sannicolò, Francesco ^a  

^a UNIVERSITY OF MILAN   (Italy)

^b CNR   (Italy)

^c UNIVERSITY OF INSUBRIA   (Italy)

Author keywords

Chirality; Dynamic NMR spectroscopy; Liquid chromatography; Phosphine oxides; Residual enantiomerism

Indexed keywords

LIQUID CHROMATOGRAPHY; MOLECULAR DYNAMICS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

CHIRALITY; PHOSPHINE OXIDES; RESIDUAL ENANTIOMERISM;

ORGANIC COMPOUNDS;

EID: 33749014182     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200601869     Document Type: Article

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17. 1H DNMR spectroscopy yields an estimate of the activation barrier, rather than an accurate measure, for the following reasons: 1) the whole dynamical range could not be observed and 2) the thermal variation of the chemical shift, as a result of changing solvent-solute interactions, may contribute to the lineshape variation with temperature.
18. The authors' contributions are as follows: F.S. conceived the project and designed the synthesis; TB. and S.R. carried out all experimental work, including semipreparative HPLC experiments; G.C. carried out analytical HPLC experiments; T.P. determined the X-ray structures; A.P. designed and carried out the DFT calculations and the analysis of the dynamic HPLC and NMR data; and A.P. and F.S. wrote the Communication.