Reactive Intermediate Chemistry

Reactive Intermediate Chemistry presents a detailed and timely examination of key intermediates central to the mechanisms of numerous organic chemical transformations. Spectroscopy, kinetics, and computational studies are integrated in chapters dealing with the chemistry of carbocations, carbanions, radicals, radical ions, carbenes, nitrenes, arynes, nitrenium ions, diradicals, etc. Nanosecond, picosecond, and femtosecond kinetic realms are explored, and applications of current dynamics and electronic structure calculations are examined.

Reactive Intermediate Chemistry provides a deeper understanding of contemporary physical organic chemistry, and will assist chemists in the design of new reactions for the efficient synthesis of pharmaceuticals, fine chemicals, and agricultural products. Among its features, this authoritative volume is:

• Edited and authored by world-renowned leaders in physical organic chemistry.
• Ideal for use as a primary or supplemental graduate textbook for courses in mechanistic organic chemistry or physical chemistry.
• Enhanced by supplemental reading lists and summary overviews in each chapter.

Preface..

PART 1: REACTIVE INTERMEDIATES.

1. Carbocations (R.A. McClelland).

2. Crossing the Borderline Between SN1 and SN2 Nucleophilic Substitution at Aliphatic Carbon(T.L. Amyes, et al.).

3. Carbanions (S. Gronert).

4. Radicals (M. Newcomb).

5. Non-Kekul Molecules as Reactive Intermediates (J.A. Berson).

6. Organic Radical Ions (H.D. Roth).

7. Singlet Carbenes (M. Jones Jr. and R.A. Moss).

8. Stable Singlet Carbenes (G. Bertrand).

9. Triplet Carbenes (H. Tomioka).

10. Atomic Carbon (P.B. Shevlin).

11. Nitrenes (M.S. Platz).

12. Synthetic Carbene and Nitrene Chemistry (M.P. Doyle).

13. Nitrenium Ions (D.E. Falvey).

14. Silylenes (W. Ando and N. Tokitoh).

15. Strained Hydrocarbons: Structures, Stability, and Reactivity (K.B. Wiberg).

16. Arynes (M. Winkler, et al.).

PART 2: METHODS AND TEMPORAL REGIMES.

17. Matrix Isolation (T. Bally).

18. Nanosecond Laser Flash Photolysis: A Tool for Physica l Organic Chemistry (J.C. Scaiano).

19. The Picosecond Realm (E. Hilinski).

20. Reactions on the Femtosecond Time Scale (J.E. Baldwin).

21. Potential Energy Surfaces and Reaction Dynamics (B.K. Carpenter).

22. The Partnership Between Electronic Structure Calculations and Experiments in the Study of Reactive Intermediates (W.T. Borden).

Index.

“...impressive reference...would be invaluable to any scientist whose project it is to understand the degradation pathway of a new chemical entity." (Pharmaceutical Development & Technology, February 2005)

"This is truly an excellent book. The editors…have a reputation as gifted scientific writers…the graphics are also excellent, with a common format used throughout the entire book." (Journal of the American Chemical Society, August 18, 2004)

"…this is a very nice book, which is an absolute must for every chemist concerned with reactive intermediates.” (Angewandte Chemie International Edition, August 6, 2004)

"This book, which is well-organized and contains an extensive index, would be an indispensable resource for graduate students and professionals in academia or industry.” (E-STREAMS, July 2004)

"An excellent and up-to-date resource for graduate students and practicing organic chemists. Highly recommended." (Choice, June 2004, Vol. 41 No. 10)

Robert A. Moss is the Louis P. Hammett Professor of Chemistry at Rutgers, the State University of New Jersey, New Brunswick, NJ. He received his Ph. D. with Professor Gerhard Closs (Chicago) and was a postdoctoral student with Professor Ronald Breslow (Columbia). Dr. Moss has been an A.P. Sloan Foundation Fellow, and a visiting professor or scientist at M.I.T., the University of Oxford, the Politechnika (Warsaw), the Weizmann Institute, the National Research Council of Canada, and the Hebrew University of Jerusalem. He has more than 350 scientific publications in the areas of reactive intermediates and chemistry in molecular aggregates.

Matthew S. Platz was born in New York City and graduated from the State University of NY at Albany ( B.Sc. in Chemistry and Mathematics) in 1973 and obtained his Ph.D. in Chemistry studying with Professor Jerome Berson in 1976. After a postdoctoral stint with Professor Gerhard Closs, Platz joined the faculty of The Ohio State University in 1978 where he has spent his entire independent career. Platz served as chair of the OSU Chemistry Department from 1994-1999, was the Melvin S. Newman Professor (1994-2001), and was named Distinguished University Professor in 2001. Platz has been a Sloan Fellow, a Camille and Henry Dreyfus Teacher-Scholar, and a Cope Scholar of the American Chemical Society. He has over 200 scientific publications and holds over a dozen patents.

Maitland Jones, Jr. turned to chemistry only after the invention of the curveball by his peers made it clear that he would never be a major league centerfielder. He received his B.S. degree from Yale College and his M. S. and Ph. D. degrees from Yale University, where he studied with William von E. Doering. After a postdoctoral year with Jerry Berson at Wisconsin he came to Princeton in 1964 as an Instructor. He has been there ever since, and is now David B. Jones Professor of Chemistry. He has been a visiting professor at Columbia and Harvard in this country, as well as at the Vrije Universiteit in Holland, the Kiev Polytechnic in Ukraine, and Fudan University in the People's Republic of China. He recently spent three months in Basel as the Freiwillige Akademische Gesellschaft Professor. He and his wife, the artist Susan Hockaday, were comasters of Stevenson Hall, one of Princeton's undergraduate colleges, for several years. Together with the members of his research group, he has published more than 200 papers centered on the chemistry of reactive intermediates, as well as a recent textbook on organic chemistry.

Comprehensive coverage of reactive intermediates

The chemistry of reactive intermediates is central to a modern mechanistic and quantitative understanding of organic chemistry. Moreover, it underlies a significant portion of modern synthetic chemistry and is integral to a molecular view of biological chemistry.

Reactive Intermediate Chemistry presents an up-to-date, authoritative guide to this fundamental area of organic chemistry. Intended as a free-standing resource for the entire chemical community, it should be especially useful for graduate students as a primary or supplemental textbook. This volume features a "three-dimensional" approach in which reactive intermediates are considered by class, the kinetic realms they inhabit, and in historical context, connecting the older, product-based chemistry with contemporary direct observational and computational approaches. Other features include:

• Discussion of emerging areas involving dynamics and theory
• A list of suggested reading for each chapter, as well as extensive referencing
• Concluding sections that identify key research directions for the future

Reactive Intermediate Chemistry is a clearly organized, accessible reference for the student or professional in academic, pharmaceutical, or industrial laboratories.