Organic Structures from 2D NMR Spectra

Professor Leslie D. Field, Professor of Chemistry, University of New South Wales, Australia, has built up an international reputation for his research on novel reagents containing coordinatively unsaturated transition metals and for his extensive work in the field of NMR spectroscopy including novel studies on heteronuclear coherence transfer and multiple quantum NMR. Field was Professor of Organic Chemistry at the University of Sydney 1990 to 2005 and Head of the School of Chemistry from 1997 to 2001. He has also been the Deputy Vice Chancellor (Research) at UNSW since April 2005. Dr Alison Magill is a Postdoctoral Research Associate in the Field Group in the School of Chemistry, UNSW, with main areas of research in organometallic chemistry, catalysis and NMR spectroscopy, with a particular focus on the activation and functionalisation of small molecules such as carbon dioxide (CO2) and nitrogen (N2).Dr Hsiu Lin Li is a Postdoctoral Research Associate in the Field Group in the School of Chemistry, UNSW, with main areas of research in organometallic chemistry, catalysis and NMR spectroscopy, with a particular focus on the activation and functionalisation of small molecules such as carbon dioxide (CO2) and nitrogen (N2).

• Preface viiList of Figures xiList of Tables xv1 NMR Spectroscopy Basics 11.1 The Physics of Nuclear Spins 11.2 Basic NMR Instrumentation and the NMR Experiment 42 One-Dimensional Pulsed Fourier Transform NMR Spectroscopy 52.1 The Chemical Shift 72.2 1H NMR Spectroscopy 92.2.1 Chemical Shifts in 1H NMR Spectroscopy 92.2.2 Spin-Spin Coupling in 1H NMR Spectroscopy 102.2.3 Decoupling in 1H NMR Spectroscopy 152.2.4 The Nuclear Overhauser Effect in 1H NMR Spectroscopy 162.3 Carbon-13 NMR Spectroscopy 162.3.1 Decoupling in 13C NMR Spectroscopy 172.3.2 Chemical Shifts in 13C NMR Spectroscopy 182.4 Fluorine-19 NMR Spectroscopy 192.5 Phosphorus-31 NMR Spectroscopy 222.6 Nitrogen-15 NMR Spectroscopy 233 Two-Dimensional NMR Spectroscopy 253.1 General Principles 253.2 Proton-Proton Interactions 283.2.1 Correlation Spectroscopy – The COSY Experiment 283.2.2 Total Correlation Spectroscopy – The TOCSY Experiment 303.2.3 Nuclear Overhauser Spectroscopy – The NOESY Experiment 313.3 Carbon-Carbon Interactions 353.3.1 The INADEQUATE Experiment 353.4 Heteronuclear Correlation Spectroscopy 373.4.1 Heteronuclear Single Bond Correlation – The HSQC, HMQC and me-HSQC Experiments 373.4.2 Heteronuclear Multiple Bond Correlation – HMBC 384 Miscellaneous Topics 454.1 NMR Solvents 454.2 Reference Compounds and Standards 474.3 Dynamic Processes 484.3.1 Protons on Heteroatoms 494.3.2 Rotation about Partial Double Bonds 504.4 Second-Order Effects 514.5 Effect of a Chiral Centre on NMR Spectra 515 Worked Examples 555.1 General Principles 555.2 Worked Example 1 575.3 Worked Example 2 63Problems 71Index 309