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Nitrenes and Nitrenium Ions

Nitrenes and Nitrenium Ions

Daniel E. Falvey (Editor), Anna D. Gudmundsdottir (Editor)

ISBN: 978-1-118-56087-7

Apr 2013

598 pages



Featuring contributions respected leaders in the field, Nitrene and Nitrenium Ions is the first comprehensive book to explore the role of reactive intermediate nitrene and nitrenium ions in chemistry and biochemistry. Covering a broad range of topics, including ultrafast studies, computational studies, behavior in aqueous solution, electronic structures, and reactions with aromatic compounds, this valuable resource will empower graduate students and researchers to better understand and expand their synthetic utility.

Preface to the Series vii

Introduction ix

Contributors xi

1 Ultrafast Time-Resolved Studies of the Photochemistry of Aryl Azides 1
Jin Wang, Gotard Burdzinski, and Matthew S. Platz

2 Theory and Computation in the Study of Nitrenes and their Excited-State Photoprecursors 33
Shubham Vyas, Arthur H. Winter, and Christopher M. Hadad

3 Nitrenium Ions and Related Species in Photoaffinity Labeling 77
R. Marshall Wilson and Valentyna Voskresenska

4 Aryl Nitrenium Ions in Aqueous Solution 117
Michael Novak and Yue-Ting Wang

5 Triplet Alkyl Nitrenes 167
Sivaramakrishnan Muthukrishnan, Ranaweera A. A. U. Ranaweera, and Anna D. Gudmundsdottir

6 Electronic Properties of Nitrenium Ions 191
Daniel E. Falvey

7 Time-Resolved Resonance Raman Spectroscopic Studies of Aryl Nitrenium Ions and their Chemical Reactions 217
David Lee Phillips

8 Matrix Studies on Aromatic and Heteroaromatic Nitrenes and their Rearrangements 273
Curt Wentrup

9 Nitreno Radicals 317
Dirk Grote and Wolfram Sander

10 Synthetic Applications of Nitrenium Ions 347
Duncan J. Wardrop and Edward G. Bowen

11 Fluorinated Aryl Nitrene Precursors 451
Elisa Leyva, Denisse de Loera, Socorro Leyva, and Rogelio Jimenez-Cata~no

12 Properties of Carbonyl Nitrenes and Related Acyl Nitrenes 481
Nina P. Gritsan

Index 549