Title:
Carbon-13 NMR chemical shifts in structural and stereochemical analysis
Personal Author:
Series:
Methods in stereochemical analysis ;
Publication Information:
New York : VCH Pubs., 1994
ISBN:
9780895733320
Added Author:
Available:*
Library | Item Barcode | Call Number | Material Type | Item Category 1 | Status |
|---|---|---|---|---|---|
Searching... | 30000002989386 | QD272.S6 P43 1994 | Open Access Book | Book | Searching... |
On Order
Summary
Summary
A review of recent research on strategies and applications of the C-13 chemical shift, a method for determining configuration of organic compounds. Introduces C-13 NMR spectroscopy, and describes conditions for collecting the FID, for data handling, and for obtaining a well- resolved C-13 NMR spectrum, as well as various substituent effect correlations, their derivations, and the origin of the effects. Also discusses the use of multidimensional NMR methods. For organic, physical, and natural products chemists. Includes bandw diagrams. Annotation copyright by Book News, Inc., Portland, OR
Table of Contents
| 1 Introduction |
| 1.1 Practical Considerations |
| 1.2 Assignment of 13C NMR Spectra. References |
| 2 Substituent Effect Correlations |
| 2.1 General Remarks |
| 2.2 Parametrization and Selected Rules of Additivity |
| 2.3 Straightforward Application of (Single) Substituent Effects to Structure Elucidation |
| 2.4 Miscellaneous Applications to Stereochemical Analysis and Structure Determination. References |
| 3 On the Origin and Stereochemical Connections of the Substituent Effects |
| 3.1 &-Effects |
| 3.2 Steric Influence on &-Effects |
| 3.3 &-Effects |
| 3.4 &-Effects at Methyl Carbons |
| 3.5 &-Effects |
| 3.6 &-Effects |
| 3.7 Vicinal and Poly Substitution Effects |
| 3.8 "Buttressing" Effects |
| 3.9 Influence of the Ring Heteroatoms on the Substituent Effect. References |
| 4A Conformational and Configurational Analysis and Substituent Effects on the 13C NMR Chemical Shifts of Alicyclic Compounds |
| 4A.1 A Complete Conformational Analysis with the Aid of 13C NMR Chemical Shift Correlations: Methyl-Substituted Tetrahydro-1,3-oxazines |
| 4A.2 Conformational Analysis of Methyl-Substituted 1,3-Dioxanes and Related Compounds |
| 4A.3 Methyl-Substituted 2-Oxo-l,3,2-dioxathianes |
| 4A.4 Oxanes (Tetrahydropyranes) |
| 4A.5 1,3-Dithianes |
| 4A.6 1,3-Oxathianes |
| 4A.7 Methyl-Substituted Isochromanes and Related Compounds |
| 4A.8 Thianes and Thianium Salts |
| 4A.9 Cyclohexanes |
| 4A. 10 Piperidines and N-Methylpiperidines |
| 4A.11 Trans- and cis-Decahydroquinolines and Some Related Systems |
| 4A.12 Some Miscellaneous Examples. References |
| 4B Structural and Stereochemical Analysis of Four-, and Five-, and Seven-Membered Cyclanes and Some Other Systems |
| 4B.1 Four-Membered Cyclanes |
| 4B.2 Influence of Ring Heteroatoms on the 13C Chemical Shifts of Ring Carbons in Five- and Six-Membered Cyclanes |
| 4B.3 Five-Membered Cyclanes |
| 4B.4 Seven-Membered Heterocyclanes |
| 4B.5 Tautomerism and 13C NMR Chemical Shifts |
| 4B.6 Alkaloids, Terpene Derivatives, Sugars, and Nucleosides. References |
| 4C On the Origin of Stereoelectronic Substituent Effects |
| 4C.1 Interplay of Steric and Stereoelectronic Effects |
| 4C.2 The Anomeric Effect |
| 4C.3 The Gauche Effect |
| 4C.4 The Gauche/Gauche Effect |
| 4C.5 Intra- and Intermolecular Hydrogen Bonding. References |
| 5 13C Chemical Shifts as Probes in Configurational and Conformational Analysis |
| 5.1 General Applications |
| 5.2 Stereochemistry of Rigid or Anancomeric Stereoisomers |
| 5.3 The Stereochemistry of Flexible Rings and Substituents in Unsaturated Compounds |
| 5.4 Factor Analysis of 13C Chemical Shifts |
| 5.5 Conformational Analysis of Conjugated Compounds: Dihedral Angle Subject to Steric Hindrance |
| 5.6 Stereochemical Analysis of Acyclic Compounds |
| 5.7 13C Chemical Shift Subject to Structural Variations to Indicate the Stereochemistry |
| 5.8 Stereochemically Relevant Deuterium Isotope Effects on 13C Chemical Shifts |
| 5.9 Conformation-Dependent 13C Chemical Shifts in the Solid State |
| 5.10 Miscellaneous Applications. References |
| 6 Dynamic NMR Spectroscopy and Frozen Spectra |
| 6.1 The Effect of Dynamic Processes on NMR Line Shape |
| 6.2 The Determination of Thermodynamic (+G&) and Kinetic Parameters (+G`, +H`, +S`) Parameters from Line Shape Variations |
| 6.3 Experimental Preconditions |
| 6.4 Peculiarities of 13C NMR Spectroscopy |
| 6.5 Applications of Dynamic 13C NMR Spectroscopy |
| 6.6 Dynamic 13C NMR Spectroscopy in the Solid State. References |
| 7 Application of 13C NMR Spectroscopy to the Configurational and Conformational Analysis of Natural Products, Organometallic Compounds, and Synthetic Polymers |
| 7.1 Natural Products |
| 7.2 Organometallic Compounds |
| 7.3 Synthetic Polymers. References |
| 8 Application of Other NMR Parameters in Combination with the 13C Chemical Shift in Conformational and Configurational An |
