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CHEMISTRY F IS H E R MODERN M NMR TECHNIQUES FOR O SYNTHETIC CHEMISTRY D E R N A blend of theory and practical advice, Modern NMR Techniques for Synthetic N Chemistry illustrates how NMR spectroscopy can be used to determine the M abundance, size, shape, and function of organic molecules. It provides you with a description the NMR technique used (more pictorial than mathematical), indicating R the most common pulse sequences, some practical information as appropriate, T followed by illustrative examples. This format is followed for each chapter so you E C can skip the more theoretical details if the practical aspects are what interest you. H N Following a discussion of basic parameters, the book describes the utility of NMR I in detecting and quantifying dynamic processes, with particular emphasis on the Q usefulness of saturation-transfer (STD) techniques. It details pulsed–field gradient U approaches to diffusion measurement, diffusion models, and approaches to E S “inorganic” nuclei detection, important as many synthetic pathways to new organics F involve heavier elements. The text concludes with coverage of applications of NMR O to the analysis of complex mixtures, natural products, carbohydrates, and nucleic R acids—all areas of activity for researchers working at the chemistry–life sciences S interface. Y N The book’s unique format provides some theoretical insight into the NMR tech- MMOODDEERRNN T nique used, indicating the most common pulse sequences. The book draws upon H several NMR methods that are resurging or currently hot in the field and indicates E the specific pulse sequence used by various spectrometer manufacturers for each T NNMMRR TTEECCHHNNIIQQUUEESS FFOORR I technique. It examines the analysis of complex mixtures, a feature not found in C most books on this topic. C SSYYNNTTHHEETTIICC CCHHEEMMIISSTTRRYY H E M I S T R K20552 Y 6000 Broken Sound Parkway, NW Edited by Suite 300, Boca Raton, FL 33487 711 Third Avenue an informa business New York, NY 10017 JULIE FISHER 2 Park Square, Milton Park www.crcpress.com Abingdon, Oxon OX14 4RN, UK www.crcpress.com MODERN NMR TECHNIQUES FOR SYNTHETIC CHEMISTRY NEW DIRECTIONS in ORGANIC and BIOLOGICAL CHEMISTRY Series Editor: Philip Page PUBLISHED TITLES Activated Metals in Organic Synthesis Pedro Cintas The Anomeric Effect Eusebio Juaristi and Gabriel Cuevas C-Glycoside Synthesis Maarten Postema Capillary Electrophoresis: Theory and Practice Patrick Camilleri Chemical Approaches to the Synthesis of Peptides and Proteins Paul Lloyd-Williams, Fernando Albericio, and Ernest Giralt Chiral Sulfur Reagents M. Mikolajczyk, J. Drabowicz, and P. Kielbasins´ki Chirality and the Biological Activity of Drugs Roger J. Crossley Concerted Organic and Bio-organic Mechanisms Andrew Williams Cyclization Reactions C. Thebtaranonth and Y. Thebtaranonth Dianion Chemistry in Organic Synthesis Charles M. Thompson Mannich Bases: Chemistry and Uses Maurilio Tramontini and Luigi Angiolini Modern NMR Techniques for Synthetic Chemistry Julie Fisher Organozinc Reagents in Organic Synthesis Ender Erdik MODERN NMR TECHNIQUES FOR SYNTHETIC CHEMISTRY Edited by JULIE FISHER University of Leeds School of Chemistry Leeds, United Kingdom Boca Raton London New York CRC Press is an imprint of the Taylor & Francis Group, an informa business CRC Press Taylor & Francis Group 6000 Broken Sound Parkway NW, Suite 300 Boca Raton, FL 33487-2742 © 2015 by Taylor & Francis Group, LLC CRC Press is an imprint of Taylor & Francis Group, an Informa business No claim to original U.S. Government works Version Date: 20140818 International Standard Book Number-13: 978-1-4665-9225-4 (eBook - PDF) This book contains information obtained from authentic and highly regarded sources. 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Contents Series Preface ............................................................................................................ix Preface.......................................................................................................................xi Acknowledgements ................................................................................................xiii Editor .......................................................................................................................xv Contributors ...........................................................................................................xvii Chapter 1 The Basics ............................................................................................1 Julie Fisher Chapter 2 Dynamic NMR ...................................................................................15 Alex D. Bain Chapter 3 NMR in Ligand Binding Studies .......................................................63 Michelle L. Rowe, Jane L. Wagstaff and Mark J. Howard Chapter 4 Diffusion: Definition, Description and Measurement ......................125 Scott A. Willis, Timothy Stait-Gardner, Amninder S. Virk, Reika Masuda, Mikhail Zubkov, Gang Zheng and William S. Price Chapter 5 Multi-Nuclear Magnetic Resonance Spectroscopy ..........................177 Jonathan A. Iggo and Konstantin V. Luzyanin Chapter 6 NMR and Complex Mixtures ...........................................................225 Cassey McRae Chapter 7 Selected Applications of NMR Spectroscopy ..................................263 Robert Brkljača, Sylvia Urban, Kristian Hollingsworth, W. Bruce Turnbull and John A. Parkinson vii