Circular dichroism and absorption studies of (-)-2,2′-dimethyl-4,5-(1-naphthyl)-1,3-dioxolane in terms of vibronic coupling theory
Article first published online: 11 APR 2002
Copyright © 2002 Wiley-Liss, Inc.
Volume 14, Issue 4, pages 274–283, 2002
How to Cite
Makowski, M., Pilch, M. and Pawlikowski, M. T. (2002), Circular dichroism and absorption studies of (-)-2,2′-dimethyl-4,5-(1-naphthyl)-1,3-dioxolane in terms of vibronic coupling theory. Chirality, 14: 274–283. doi: 10.1002/chir.10048
- Issue published online: 11 APR 2002
- Article first published online: 11 APR 2002
- Manuscript Accepted: 25 JUL 2001
- Manuscript Received: 19 APR 2001
- Circular dichroism;
- vibronic coupling;
- dimer model
The absorption and circular dichroism (CD) spectra of (-)-2,2′-dimethyl-4,5-(1-naphthyl)-1,3-dioxolane (DND) were studied in the energy region 30,000 cm−1 to 50,000 cm−1. The DND ketal is treated as a naphthalene dimer and its spectra are interpreted in terms of a vibronic dimer model which includes the 1La and 1Bb states of the naphthalene chromophore. To fix the most stable conformation of DND molecule, the MNDO/AM1, RHF/6-31G, and SVWN5, BPW91 methods are employed with 6-31G and 6-31G(d',p') basis sets. All the methods are shown to yield the DND geometry that is entirely consistent with the CD and absorption spectra studied. Chirality 14:274–283, 2002. © 2002 Wiley-Liss, Inc.