Comprehensive Chiroptical Spectroscopy 2 VOLUME SET SAVE EDITORS: Nina Berova, Department of Chemistry, Columbia University 20% Prasad L. Polavarapu, Department of Chemistry, Vanderbilt University Koji Nakanishi, Department of Chemistry, Columbia University ABOUT THE Editors Robert W. Woody, Department of Biochemistry and Molecular Biology, Nina Berova received her Ph.D. in chemistry in 1972 from the Colorado State University University of Sofia, Bulgaria, where she spent her early career and was promoted in 1982 to Associate Professor. In 1988 she 978-0-470-64135-4 • 1,840 pages • Hardcover • December 2011 joined the Department of Chemistry at Columbia University $395.00 US / $435.00 CAN / £263.00 / =C315.00 and is a Special Research Scientist and Adjunct Professor in the department. Her research is focused on the application of This two-volume set provides comprehensive coverage of the most important and chiroptical spectroscopy in stereochemical analysis. She is the up-to-date methods dealing with polarized light, including their basic principles, recipient of awards and visiting professorships in USA, Europe instrumentation, and theoretical simulation for application to organic molecules, and Japan, and she has co-edited the International Journal of inorganic molecules, and biomolecules. Chirality for Wiley since 1998. Prasad L Polavarapu received his PhD in 1976 from the Indian Comprehensive Chiroptical Spectroscopy is unique in providing complete, Institute of Technology, Madras. Following postdoctoral research up-to-date, in-depth coverage of recent developments in frontier topics. at the University of Toledo and Syracuse University, he joined Vanderbilt University in 1980, where he is currently a Professor • Provides an extensive treatment of methods, instrumentation and of Chemistry. He is the recipient of the 2010 Jeffrey Nordhaus applications, including frontier areas Award for Excellence in Undergraduate Teaching in Natural Sciences and authored more than 200 research publications in • Describes theoretical methods and simulation methods applied to chiroptical spectroscopy. structure determination of organic molecules, metallo-organic and inorganic molecules, and biomolecules Koji Nakanishi Koji Nakanishi graduated from Nagoya University in 1947, and after spending 2 years at Harvard, • Presents the important applications of chiroptical spectroscopy to received a Ph.D. in 1954 from Nagoya University. He taught in stereochemical and conformational analysis in organic and inorganic universities in Nagoya, Tokyo and Sendai before joining Columbia chemistry, biochemistry, and structural biology University in 1969. His research is in isolation and structural • Includes chapters written by leading authorities with extensive studies of natural products and mechanism of vision. experience in the field, presenting advantages and disadvantages of He retired in 2007 but continues research. He is the recipient of many awards and honorary degrees. each technique, and comparing and contrasting the technique at hand with others Robert W. Woody received his PhD in Chemistry in 1962 from the University of California at Berkeley. Following postdoctoral • Describes the roles of chiroptical methods in the study of drug research at Cornell University, he was a faculty member at the mechanisms and drug discovery University of Illinois, Urbana-Champaign, Arizona State University, • Provides the background needed for beginners, such as undergraduates and Colorado State University, where he is now an Emeritus and graduate students, and a state-of-the-art treatment for active Professor. His research centers on the structure and function researchers in academia and industry of proteins and extensively utilizes spectroscopy, especially chiroptical spectroscopy. He has received numerous awards. ORDERING INFORMATION: When ordering, please mention promotion code 17033 to receive your 20% discount! North, Central Europe, Middle East, Germany, Switzerland, & South America Africa & Asia & Austria Tel: 877.762.2974 Tel: +44 (0) 1243 843 294 Tel: +49 (0) 6201 606 400 E-mail: [email protected] E-mail: [email protected] E-mail: [email protected] Internet: www.wiley.com Internet: www.wileyeurope.com Internet: www.wiley-vch.de Comprehensive Chiroptical Spectroscopy Individual Volumes Also Available! Volume 1: Volume 2: Comprehensive Chiroptical Spectroscopy: Instrumentation, Comprehensive Chiroptical Spectroscopy: Applications in Stereochemical Methodologies, and Theoretical Simulations Analysis of Synthetic Compounds, Natural Products, and Biomolecules 978-1-118-01293-2 • $225.00 978-1-118-01292-5 • $225.00 TABLE OF CONTENTS: TABLE OF CONTENTS Preface • Contributors Preface • Contributors Part I On the Interaction of Light with Molecules—Pathways Part I The First Decades after the Discovery of CD and ORD by Aimé to the Theoretical Interpretation of Chiroptical Phenomena Cotton in 1895: An Historical Overview Peter Laur Georges H. Wagnière Part II Organic Stereochemistry Part II Experimental Methods and Instrumentation Some Inherently Chiral Chromophores -Empirical Rules and Measurement of the Circular Dichroism of Electronic Transitions Quantum Chemical Calculations Marcin Kwit, Pawel Skowronek, John C. Sutherland Jacek Gawronski, and Jadwiga Frelek, Magdalena Woznica, Aleksandra Butkiewicz Circularly Polarized Luminescence Spectroscopy and Emission-Detected Circular Electronic CD of Benzene and Other Aromatic Chromophores for Determination of Absolute Dichroism James P. Riehl and Gilles Muller Configuration Tibor Kurtan, Sandor Antus, and Gennaro Pescitelli Solid-State Chiroptical Spectroscopy: Principles and Applications Reiko Kuroda Electronic CD Exciton Chirality Method: Principles and Applications Nobuyuki Harada, and Takunori Harada Koji Nakanishi, and Nina Berova Infrared Vibrational Optical Activity: Measurement and Instrumentation CD Spectra of Chiral Extended p Electron Compounds: Theoretical Determination of the Absolute Laurence A. Nafie Stereochemistry and Experimental Verification Nobuyuki Harada and Shunsuke Kuwahara Measurement of Raman Optical Activity (ROA) Werner Hug Assignment of the Absolute Configurations of Natural Products by Means of Solid-State Nanosecond Time-Resolved Natural and Magnetic Chiroptical Spectroscopies Electronic Circular Dichroism and Quantum-Mechanical Calculations Gennaro Pescitelli, David S. Kliger, Eefei Chen, and Robert A. Goldbeck Tibor Kurtan, and Karsten Krohn Femtosecond Infrared Circular Dichroism and Optical Rotatory Dispersion Dynamic Stereochemistry and Chiroptical Spectroscopy of Metallo-organic Compounds Hanju Rhee and Minhaeng Cho James Canary and Zhaohua Dai Chiroptical Properties of Lanthanide Compounds in an Extended Wavelength Range Circular Dichroism in Dynamic Systems: Switching Molecular and Supramolecular Chirality Lorenzo Di Bari and Piero Salvadori Angela Mammana, Gregory T. Carroll, and Ben L. Feringa Near Infrared Vibrational Circular Dichroism: NIR-VCD Sergio Abbate, Electronic Circular Dichroism of Supramolecular Systems Cheng Yang and Yoshihisa Inoue Giovanna Longhi and Ettore Castiglioni Online Stereochemical Analysis of Chiral Compounds by HPLC- ECD Coupling in Combination Optical Rotation and Intrinsic Optical Activity Patrick H. Vaccaro with Quantum-Chemical Calculations Gerhard Bringmann, Daniel Götz, and Torsten Bruhn Chiroptical Imaging of crystals John Freudenthal, Werner Kaminsky and Determination of the Structures of Chiral Natural Products Using Vibrational Circular Dichroism Bart Kahr Prasad L. Polavarapu Nonlinear Optical Spectroscopy of Chiral Molecules Peer Fischer Determination of Molecular Absolute Configuration: Guidelines for Selecting a Suitable Chiroptical Approach Stefano Superchi, Carlo Rosini, Giuseppe Mazzeo, and Egidio Giorgio In-Situ Measurement of Chirality of Molecules and Molecular Assemblies with Surface Nonlinear Spectroscopy Hong-fei Wang Part III Inorganic Stereochemistry Applications of Electronic Circular Dichroism to Inorganic Stereochemistry Sumio Kaizaki Photoelectron Circular Dichroism Ivan Powis Part IV Biomolecules Magneto-Chiral Dichroism and Birefringence G. L. J. A. Rikken The Electronic Circular Dichroism of Proteins Robert W. Woody X-Ray Detected Optical Activity Jose Goulon, Andrei Rogalev and Electronic Circular Dichroism of Peptides Claudio Toniolo, Fernando Formaggio, and Christian Brouder Robert W. Woody Linear Dichroism Alison Rodger Electronic Circular Dichroism of Peptidomimetics Claudio Toniolo and Fernando Formaggio Electro-Optical Absorption Spectroscopy Hans-Georg Kuball and Circular Dichroism Spectroscopy of Nucleic Acids Jaroslav Kypr, Iva Kejnovská, Matthias Stolte Klára Bednárovˇ á, and Michaela Vorlícˇková Part III Theoretical Simulations Electronic Circular Dichroism of Peptide Nucleic Acids and Their Analogs Roberto Corradini, Independent Systems Theory for Predicting Electronic Circular Dichroism Tullia Tedeschi, Stefano Sforza, and Rosangela Marchelli Gerhard Raabe, Joerg Fleischhauer, and Robert W. Woody Circular Dichroism of Protein-Nucleic Acid Interactions Donald M. Gray Ab initio Electronic Circular Dichroism and Optical Rotatory Dispersion- From Organic Molecules to Transition Metal Complexes Jochen Autschbach Drug and Natural Product Binding to Nucleic Acids Analyzed by Electronic Circular Dichroism George Ellestad Theoretical Electronic Circular Dichroism Spectroscopy of Large Organic and Supramolecular Systems Lars Goerigk, Holger Kruse and Stefan Grimme Probing HSA and AGP Drug Binding Sites