Stephens P.J. VCD spectroscopy for organic chemists / P.J.Stephens, F.J.Devlin, J.R.Cheeseman. - Boca Raton: CRC Press/Taylor & Francis, 2012. - x, 360 p.: ill. - Bibliogr.: p.289-344. - Ind.: p.345-360. - ISBN 978-1-4398-2171-8  Место хранения:   032 | Институт органической химии им. Н.Н.Ворожцова СО РАН | Новосибирск | Библиотека

Оглавление / Contents

Preface ........................................................ ix Chapter 1 Introduction to Vibrational Circular Dichroism ........ 1 References ...................................................... 8 Chapter 2 The Experimental Measurement of Vibrational Absorption and Vibrational Circular Dichroism Spectra .......... 13 Vibrational Absorption Measurement ............................. 13 VCD Measurement ................................................ 20 IR Absorption and VCD Spectra of Specific Molecules ............ 24 Camphor ........................................................ 25 α-Pinene ....................................................... 29 Conclusions .................................................... 35 References ..................................................... 46 Chapter 3 The Theory of IR and VCD Spectra .................... 49 References ..................................................... 58 Chapter 4 Ab Initio Methods ................................... 59 Molecular Orbital Theory ....................................... 60 Application of Analytical Derivative DFT Techniques to the Calculation of Forces, Hessian, APTs, and AATs ................. 63 Origin Dependence of the AATs .................................. 66 Classification of Basis Sets ................................... 67 Functionals for DFT ............................................ 69 Computational Procedures ....................................... 71 Integration Grids .............................................. 73 IR and VCD Spectra Calculation ................................. 73 References ..................................................... 76 Chapter 5 Conformational Analysis ............................. 81 References .................................................... 114 Chapter 6 Analyses of the IR and VCD Spectra of Conformationally Rigid Molecules .............................. 115 Camphor ....................................................... 116 α-Pinene ...................................................... 130 Methyloxirane ................................................. 146 Conclusions ................................................... 161 Determination of Absolute Configuration ....................... 162 References .................................................... 165 Chapter 7 Applications of VCD Spectroscopy to Organic Chemistry ..................................................... 167 Introduction .................................................. 167 References ................................................. 169 Tröger's Base ................................................. 171 References ................................................. 185 2-(l-Hydroxyethyl)-Chromen-4-One and Its 6-Br Derivative ...... 186 Experimental IR and VCD Spectra ............................ 187 Conformational Analysis .................................... 188 Analysis of the IR and VCD Spectra ......................... 191 References ................................................. 194 The Supramolecular Tetramer of 2,2'-Dimethyl-Biphenyl-6,6'- Dicarboxylic Acid ............................................. 194 References ................................................. 199 Trans-Para-Methyl-Phenyl-Glycidic Acid ........................ 199 Conformational Analysis .................................... 200 Analysis of the IR and VCD Spectra ......................... 202 References ................................................. 206 The Cytotoxic Sesquiterpene Natural Product, Quadrone ......... 206 Conformational Analysis .................................... 207 Analysis of the IR and VCD Spectra ......................... 209 References ................................................. 216 A Chiral Oxadiazol-3-One Calcium Channel Blocker .............. 219 References ................................................. 225 The Alkaloid Natural Product, Schizozygine .................... 225 Experimental IR and VCD Spectra ............................ 225 Conformational Analysis .................................... 225 Calculated IR and VCD Spectra .............................. 228 References ................................................. 231 The Iridoid Natural Product, Plumericin ....................... 232 Experimental IR and VCD Spectra ............................ 232 Conformational Analysis .................................... 233 Calculated IR and VCD Spectra .............................. 236 References ................................................. 239 The Chiral Alkane, D3-Anti-Trans-Anti-Trans-Anti-Trans- Perhydrotriphenylene .......................................... 240 References ................................................. 254 The Isotopically Chiral Sulfoxide, Perdeuteriophenyl-Phenyl- Sulfoxide ..................................................... 256 Experimental IR and VCD Spectra ............................ 257 Conformational Analysis .................................... 257 Analysis of the IR and VCD Spectra ......................... 258 References ................................................. 260 The Sex Pheromone of the Obscure Mealybug ..................... 262 References ................................................. 263 A Thia-Bridged Triarylamine Heterohelicene .................... 264 Reference .................................................. 269 Enone Precursor to Nor-Suberosenone and Nor-Suberosanone ...... 272 Conformational Analysis .................................... 273 Analysis of the IR and VCD Spectra ......................... 274 References ................................................. 286 Conclusions ................................................... 287 Bibliography .................................................. 289 Index ......................................................... 345