A Vibrational Circular Dichroism Approach To The Determination Of The Absolute Configuration Of Flexible And Transparent Molecules: Fluorenone Ketals Of 1,N-Diols
Articolo
Data di Pubblicazione:
2010
Abstract:
The infrared absorption (IR) and vibrational circular dichroism (VCD) spectra for five ketal
molecules, three of which obtained from 1,2-diols and two from 1,3-diols, were recorded in the
mid-IR region. The spectra have been satisfactorily reproduced by DFT calculations, even with
not too large wavefunction basis sets, especially due to the low number of conformers to be
considered. The mobility of some moieties provides a recognizable signature. A characteristic
couplet of VCD bands attributed to normal modes involving the methine and a phenyl ring
bonded to the stereogenic carbon atom is evidenced for two ketals of the series as a signature
of the absolute configuration; due comparison with existing literature is made. A relation is
discussed of the present VCD data with the literature VCD data of simple alcohols and diols.
molecules, three of which obtained from 1,2-diols and two from 1,3-diols, were recorded in the
mid-IR region. The spectra have been satisfactorily reproduced by DFT calculations, even with
not too large wavefunction basis sets, especially due to the low number of conformers to be
considered. The mobility of some moieties provides a recognizable signature. A characteristic
couplet of VCD bands attributed to normal modes involving the methine and a phenyl ring
bonded to the stereogenic carbon atom is evidenced for two ketals of the series as a signature
of the absolute configuration; due comparison with existing literature is made. A relation is
discussed of the present VCD data with the literature VCD data of simple alcohols and diols.
Tipologia CRIS:
1.1 Articolo in rivista
Elenco autori:
Longhi, Giovanna; Abbate, Sergio; Scafato, P; Rosini, C.
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