Direct Observation of Odd-Even Effect for Chiral Alkyl Alcohols in Solution Using Vibrational Circular Dichroism Spectroscopy
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- 作者：Hiroshi Izumi ; Souko Yamagami ; Shigeru Futamura ; Laurence A. Nafie ; and Rina K. Dukor
- 刊名：Journal of the American Chemical Society
- 出版年：2004
- 出版时间：January 14, 2004
- 年：2004
- 卷：126
- 期：1
- 页码：194 - 198
- 全文大小：163K
- 年卷期：v.126,no.1(January 14, 2004)
- ISSN：1520-5126
文摘
The odd-even effect of chiral alkyl alcohols, (S)-CH3CHOHCnH2n+1 (n = 2-8), in solution statehas been observed spectroscopically for the first time. The vibrational circular dichroism (VCD) bands at1148 cm-1 exhibit a clear odd-even effect. The observed VCD bands of (R)-(-)-2-hexanol correspondwell to those predicted (population weighted). Density functional theory calculations indicate that the mostprevalent conformations in solution are the all-trans forms. The odd-even effect of the VCD bands isascribed to the alternating terminal methyl motions in the alkyl chains relative to fixed motions near thechiral center in the trans conformations. The conformational sensitivity of VCD for the chiral alcohols in thesolution state may be useful for the design of liquid crystals and ligands in the future.