The theory and some applications of Raman Optical Activity (ROA) towards terpene analysis are presented. With this technique, vibrational optical activity from chiral molecules can be measured providing their absolute configuration. This short review provides data obtained for pinene, verbenone, menthol, camphor, carenes and related molecules. The ROA technique seems to be a powerful tool which permits correlation between the properties of biocompounds and their structure.
MorenoJRA, UreñaFP, GonzálezJJL. (2009) Conformational landscape in chiral terpenes from vibrational spectroscopy and quantum chemical calculations: S-(+)-carvone. Vibrational Spectroscopy, 51, 318–325.
2.
Ruiz delCastillo ML, BlanchGP, HerraizM. (2004) Natural variability of the enantiomeric composition of bioactive chiral terpenes in Mentha piperita. Journal of Chromatography A, 1054, 87–93.
3.
Ekborg-OttKM, ArmstrongDW. (1997) Stereochemical analyses of food components. In Chiral separations, applications and technology. AhujaS (Ed.). American Chemical Society, Washington, DC, 201–270.
4.
WatsonHR, HemsR, RowsellDG, SpringDJ. (1978) New compounds with the menthol cooling effect. Journal of the Society of Cosmetic Chemists, 29, 185–200.
5.
EcclesR. (1994) Menthol and related cooling compounds. Journal of Pharmacy and Pharmacology, 46, 618–630.
6.
WilsonSM, WibergKB, CheesemanJR, FrischMJ, VaccaroPH. (2005) Nonresonant optical activity of isolated organic molecules. Journal of Physical Chemistry A, 109, 11752–11764.
7.
AtkinsPW, BarronLD. (1969) Rayleigh scattering of polarized photons by molecules. Molecular Physics, 16, 453–466.
8.
BarronLD, BogaardMP, BuckinghamAD. (1973) Raman scattering of circularly polarized light by optically active molecules. Journal of American Chemical Society, 95, 603–605.
9.
BarronLD, BogaardMP, BuckinghamAD. (1973) Differential Raman scattering of right and left circularly polarized light by asymmetric molecules. Nature, 241, 113–114.
HechtL, BarronLD (1996) Raman optical activity. In Modern techniques in Raman spectroscopy. LasernaJJ. (Ed.), Wiley, Chichester, 295–298.
13.
BarronLD, HechtL. (1994) Vibrational Raman optical activity: from fundamentals to biochemical application. In Circular dichroism: interpretation and applications. NakanishiK, BerovaND, WoodyRW. (Eds), VCH Publishers, New York, p. 667–702.
14.
BarronLD, ZhuF, HechtL. (2006) Raman optical activity: An incisive probe of chirality, and of biomolecular structure and behavior. Vibrational Spectroscopy, 42, 15–24.
15.
BarronLD. (2004) Molecular light scattering and optical activity, 2nd ed., Cambridge University Press
16.
QiuS, LiG, LiuP, WangC, FengZ.LiC. (2010) Chirality transition in the epoxidation of (-)-α-pinene and successive hydroysis studied by Raman optical activity and DFT. Physical Chemistry Chemical Physics, 12, 3005–3013.
17.
BarronLD, VrbancichJ. (1984) Natural vibrational Raman optical activity. In Topics in current chemistry. Springer Berlin/Heidelberg.151.
18.
BarronLD, ClarkBP. (1979) Raman optical activity of menthol and related molecules. Journal of the Chemical Society, Perkin Transactions2, 1164–1170.
19.
NafieLA, YuGS, QuX, FriedmanTB. (1994) Comparison of IR and Raman forms of vibrational optical activity. Faraday Discussion, 99, 13–34.
20.
BourP, BaumrukV, HanzlikovaJ. (1997) Measurement and calculation of the Raman optical activity of α-pinene and trans-pinane. Collection of Czechoslovak Chemical Communications, 62, 1384–1395.
21.
BarronLD, HechtL, McCollIH, BlanchEW. (2004) Raman optical activity comes of age. Molecular Physics, 102, 731–744.
22.
BarronLD, ClarkBP. (1979) Raman optical activity of pinenes, carenes and related molecules. Journal of the Chemical Society, Perkin Transaction2, 1171–1175.
23.
BarronLD. (1977) Raman optical activity of camphor and related molecules. Journal of the Chemical Society, Perkin Transactions2, 1074–1079.
24.
FreemanSK, MayoDW (1970) Application of laser-excited Raman spectroscopy to organic chemistry. IV. A skeletal frequency correlation for pinane-type molecules. Applied Spectroscopy, 24, 595–597.
