A DICD (dispersion-induced circular dichroism) and normal absorption study of the n → π* carbonyl transition for the isoelectronic substituent series -CH3, -NH2, -OH

Pieter E. Schipper*, Alison Rodger

*Corresponding author for this work

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

An experimental DICD (dispersion-induced circular dichroism) and parallel normal absorption study of the lowest n → π* transition of the carbonyl chromophore in simple carbonyls of the form R1R2CO for the isoelectronic substituent series Ri = -CH3, -OH and -NH2 is presented. The results indicate that, contrary to conventional expectations, the energetic position of the transition is progressively shifted to lower energy for the above substituent ordering. The weakness of the absorption bands in acetic acid and urea provides a rationale for why these bands have not been previously reported. The results suggest that the relative shift is ascribable to resonance (through space) coupling between the substituent and the carbonyl π-system.

Original languageEnglish
Pages (from-to)575-580
Number of pages6
JournalSpectrochimica Acta Part A: Molecular Spectroscopy
Volume44
Issue number6
DOIs
Publication statusPublished - 1988
Externally publishedYes

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