Description

Book Synopsis

Quinone methides have cationic and anionic centers, providing an advantageous ability to react with both nucleophiles and electrophiles. These reactive intermediates are of particular interest and have found wide applications in organic synthesis.

Trade Review

"Well produced, concise and well illustrated by structures, reactions and spectra." (Phytochemistry, January 2010)

"I believe that many chemists, both in academia and in industry, will find this volume to be a useful addition to their libraries. I would also recommend this book for institutional library collections, where it will serve as a valuable reference source." (Journal of the American Chemical Society, October 2009)

"This volume, part of a series structured to illustrate the widest range of literature on specific reactive intermediaries, illustrates the literature on quinone methides, quinone analogues in which carbonyl oxygens are replaced by methylene groups." (Book News, September 2009)



Table of Contents

Chapter 1: Photochemical Generation and Characterization of Quinone-Methides (Matthew Lukeman).

Chapter 2: Modeling Properties and Reactivity of Quinone Methides by DFT calculations (Mauro Freccero and Filippo Doria).

Chapter 3: Quinone Methide Stabilization by Metal Complexation (David Milstein and Elena Poverenov).

Chapter 4: Intermolecular Applications of o-Quinone Methides (o-QMs) Anionically Generated at Low Temperatures; Kinetic Conditions (Thomas Pettus and Liping Pettus).

Chapter 5: Self-Immolative Dendrimers Based on Quinone Methides (Doron Shabat and Rotem Erez).

Chapter 6: Ortho-Quinone Methides in Tocopherol Chemistry (Thomas Rosenau and Stefan Böhmdorfer).

Chapter 7: Characterizing Quinone Methides by Spectral Global Fitting and 13C Labeling (Edward B. Skibo).

Chapter 8: Natural Diterpene and Triterpene Quinone Methides: Structures, Synthesis and Biological Potentials (Qibing Zhou).

Chapter 9: Reversible Alkylation of DNA by Quinone Methides (Steven E. Rokita).

Chapter 10: Formation and Reactions of Xenobiotic Quinone Methides in Biology (Judy L. Bolton and John A. Thompson).

Chapter 11: Quinone Methides and Aza-Quinone Methides as Latent Alkylating Species in the Design of Mechanism-Based Inhibitors of Serine Proteases and ß-Lactamases (Michèle Reboud-Ravaux and Michel Wakselman).

Chapter 12: Quinone Methides in Lignification (John Ralph, Paul F. Schatz, Fachuang Lu,Hoon Kim, Takuya Akiyama, and Stephen F. Nelsen).

Quinone Methides

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      Book details

      Publisher Wiley-Interscience
      Published 15 May 2009
      ISBN-13 9780470192245
      978-0470192245
      ISBN-10 0470192240

      Description

      Book Synopsis

      Quinone methides have cationic and anionic centers, providing an advantageous ability to react with both nucleophiles and electrophiles. These reactive intermediates are of particular interest and have found wide applications in organic synthesis.

      Trade Review

      "Well produced, concise and well illustrated by structures, reactions and spectra." (Phytochemistry, January 2010)

      "I believe that many chemists, both in academia and in industry, will find this volume to be a useful addition to their libraries. I would also recommend this book for institutional library collections, where it will serve as a valuable reference source." (Journal of the American Chemical Society, October 2009)

      "This volume, part of a series structured to illustrate the widest range of literature on specific reactive intermediaries, illustrates the literature on quinone methides, quinone analogues in which carbonyl oxygens are replaced by methylene groups." (Book News, September 2009)



      Table of Contents

      Chapter 1: Photochemical Generation and Characterization of Quinone-Methides (Matthew Lukeman).

      Chapter 2: Modeling Properties and Reactivity of Quinone Methides by DFT calculations (Mauro Freccero and Filippo Doria).

      Chapter 3: Quinone Methide Stabilization by Metal Complexation (David Milstein and Elena Poverenov).

      Chapter 4: Intermolecular Applications of o-Quinone Methides (o-QMs) Anionically Generated at Low Temperatures; Kinetic Conditions (Thomas Pettus and Liping Pettus).

      Chapter 5: Self-Immolative Dendrimers Based on Quinone Methides (Doron Shabat and Rotem Erez).

      Chapter 6: Ortho-Quinone Methides in Tocopherol Chemistry (Thomas Rosenau and Stefan Böhmdorfer).

      Chapter 7: Characterizing Quinone Methides by Spectral Global Fitting and 13C Labeling (Edward B. Skibo).

      Chapter 8: Natural Diterpene and Triterpene Quinone Methides: Structures, Synthesis and Biological Potentials (Qibing Zhou).

      Chapter 9: Reversible Alkylation of DNA by Quinone Methides (Steven E. Rokita).

      Chapter 10: Formation and Reactions of Xenobiotic Quinone Methides in Biology (Judy L. Bolton and John A. Thompson).

      Chapter 11: Quinone Methides and Aza-Quinone Methides as Latent Alkylating Species in the Design of Mechanism-Based Inhibitors of Serine Proteases and ß-Lactamases (Michèle Reboud-Ravaux and Michel Wakselman).

      Chapter 12: Quinone Methides in Lignification (John Ralph, Paul F. Schatz, Fachuang Lu,Hoon Kim, Takuya Akiyama, and Stephen F. Nelsen).

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