Stephens P.J., Devlin F.J., Cheeseman J.R. VCD Spectroscopy for Organic Chemists

CRC Press, 2012. 370 p.
Stimulated by the increasing importance of chiral molecules as pharmaceuticals and the need for enantiomerically pure drugs, techniques in chiral chemistry have been expanded and refined, especially in the areas of chromatography, asymmetric synthesis, and spectroscopic methods for chiral molecule structural characterization.
In addition to synthetic chiral molecules, naturally occurring molecules, which are invariably chiral and generally enantiomerically enriched, are of potential interest as leads for new drugs.
VCD Spectroscopy for Organic Chemists discusses the applications of vibrational circular dichroism (VCD) spectroscopy to the structural characterization of chiral organic molecules. The book provides all of the information about VCD spectroscopy that an organic chemist needs in order to make use of the technique. The authors, experts responsible for much of the existing literature in this field, discuss the experimental measurement of VCD and the theoretical prediction of VCD. In addition, they evaluate the advantages and limitations of the technique in determining molecular structure.
Given the availability of commercial VCD instrumentation and quantum chemistry software, it became possible in the late 1990s for chemists to use VCD in elucidating the stereochemistries of chiral organic molecules. This book helps organic chemists become more aware of the utility of VCD spectroscopy and provides them with sufficient knowledge to incorporate the technique into their own research.Introduction to Vibrational Circular DichroismThe Experimental Measurement of Vibrational Absorption and Vibrational Circular Dichroism Spectra
Vibrational Absorption Measurement
VCD Measurement
IR Absorption and VCD Spectra of Specific Molecules
Camphor
α-Pinene
ConclusionsThe Theory of IR and VCD SpectraAb Initio Methods
Molecular Orbital Theory
Application of Analytical Derivative DFT Techniques to the Calculation of Forces, Hessian, APTs, and AATs
Origin Dependence of the AATs
Classification of Basis Sets
Functionals for DFT
Computational Procedures
Integration Grids
IR and VCD Spectra CalculationConformational AnalysisAnalyses of the IR and VCD Spectra of Conformationally Rigid
Molecules
Camphor
α-Pinene
Methyloxirane
Conclusions
Determination of Absolute ConfigurationApplications of VCD Spectroscopy to Organic ChemistryTröger’s Base2-(1-Hydroxyethyl)-Chromen-4-One and Its 6-Br Derivative
Experimental IR and VCD Spectra
Analysis of the IR and VCD SpectraThe Supramolecular Tetramer of 2,2′-Dimethyl-Biphenyl-6,6′-Dicarboxylic AcidTrans-Para-Methyl-Phenyl-Glycidic Acid
Conformational Analysis
Analysis of the IR and VCD SpectraThe Cytotoxic Sesquiterpene Natural Product, Quadrone
Conformational Analysis
Analysis of the IR and VCD SpectraA Chiral Oxadiazol-3-One Calcium Channel BlockerThe Alkaloid Natural Product, Schizozygine
Experimental IR and VCD Spectra
Conformational Analysis
Calculated IR and VCD SpectraThe Iridoid Natural Product, Plumericin
Experimental IR and VCD Spectra
Conformational Analysis
Calculated IR and VCD SpectraThe Chiral Alkane, D3-Anti-Trans-Anti-Trans-Anti-Trans-PerhydrotriphenyleneThe Isotopically Chiral Sulfoxide, Perdeuteriophenyl-Phenyl-Sulfoxide
Experimental IR and VCD Spectra
Conformational Analysis
Analysis of the IR and VCD SpectraThe Sex Pheromone of the Obscure MealybugA Thia-Bridged Triarylamine HeteroheliceneEnone Precursor to Nor-Suberosenone and Nor-Suberosanone
Conformational Analysis
Analysis of the IR and VCD SpectraConclusions