Stephens / Devlin / Cheeseman VCD Spectroscopy for Organic Chemists

Erscheinungsjahr 2012
ISBN: 978-1-4398-2172-5
Verlag: Taylor & Francis
Format: PDF
Kopierschutz: Adobe DRM (»Systemvoraussetzungen)

E-Book, Englisch, 370 Seiten

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.

Zielgruppe

Organic chemists in academia and industry, especially pharmaceutical companies, who synthesize and characterize chiral molecules, and graduate students in organic chemistry and biochemistry.

Autoren/Hrsg.

Stephens, Philip J.

Devlin, Frank J.

Cheeseman, James R.

Fachgebiete

• Naturwissenschaften Chemie Organische Chemie
• Naturwissenschaften Chemie Analytische Chemie Massenspektrometrie, Spektroskopie, Spektrochemie

Inhaltsverzeichnis

Introduction to Vibrational Circular Dichroism

The Experimental Measurement of Vibrational Absorption and Vibrational Circular Dichroism Spectra
Vibrational Absorption Measurement
VCD Measurement
IR Absorption and VCD Spectra of Specific Molecules
Camphor
a-Pinene

The Theory of IR and VCD Spectra

Ab 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 Calculation

Conformational Analysis

Analyses of the IR and VCD Spectra of Conformationally Rigid Molecules
Camphor
a-Pinene
Methyloxirane
Determination of Absolute Configuration

Applications of VCD Spectroscopy to Organic Chemistry
Tröger’s Base
2-(1-Hydroxyethyl)-Chromen-4-One and Its 6-Br Derivative
The Supramolecular Tetramer of 2,2'-Dimethyl-Biphenyl-6,6'-Dicarboxylic Acid
Trans-Para-Methyl-Phenyl-Glycidic Acid
The Cytotoxic Sesquiterpene Natural Product, Quadrone
A Chiral Oxadiazol-3-One Calcium Channel Blocker
The Alkaloid Natural Product, Schizozygine
The Iridoid Natural Product, Plumericin
The Chiral Alkane, D3-Anti-Trans-Anti-Trans-Anti-Trans-Perhydrotriphenylene
The Isotopically Chiral Sulfoxide, Perdeuteriophenyl-Phenyl-Sulfoxide
The Sex Pheromone of the Obscure Mealybug
A Thia-Bridged Triarylamine Heterohelicene
Enone Precursor to Nor-Suberosenone and Nor-Suberosanone

Über Autor(innen)

Philip John Stephens and Frank J. Devlin are with the University of Southern California in Los Angeles. James R. Cheeseman works with Gaussian, Inc. in Wallingford, Connecticut.