Springer Theses

Investigation of Reactions Involving Pentacoordinate Intermediates

The Mechanism of the Wittig Reaction

Authors: Byrne, Peter A

  • Nominated by University College Dublin as an outstanding PhD thesis
  • Describes the first example of an effect common to examples of all Li salt-free Wittig reactions
  • Outlines the development of a new chromatography-free method for the removal of phosphine oxide from the alkene crude product of the Wittig reaction
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eBook $139.00
price for USA (gross)
  • ISBN 978-3-642-32045-3
  • Digitally watermarked, DRM-free
  • Included format: PDF, EPUB
  • ebooks can be used on all reading devices
  • Immediate eBook download after purchase
Hardcover $179.00
price for USA
  • ISBN 978-3-642-32044-6
  • Free shipping for individuals worldwide
  • Usually dispatched within 3 to 5 business days.
About this book

In this thesis, the author outlines the discovery of an effect common to representative examples of all Li salt-free Wittig Reactions. The implications of such a universally applicable effect are that all such Wittig reactions occur through the same mechanism. Although the Wittig reaction was first discovered in 1953, its reaction mechanism has never been definitively settled with many different variants proposed and disproved. The work in this thesis shows conclusively that for [2+2] cycloadditions all Wittig reactions occur by the same irreversible mechanism. In addition, the author also describes a new chromatography-free method for the removal of phosphine oxide from the alkene crude product of the Wittig reaction. The work in this thesis has led to several publications in high-profile journals.

Table of contents (4 chapters)

  • Introduction to the Wittig Reaction and Discussion of the Mechanism

    Byrne, Peter A.

    Pages 1-56

  • Wittig Reactions of Aldehydes Bearing a β-Heteroatom Substituent

    Byrne, Peter A.

    Pages 57-103

  • A Convenient Chromatography-Free Method for the Purification of Alkenes Produced in the Wittig Reaction

    Byrne, Peter A.

    Pages 105-112

  • Experimental

    Byrne, Peter A.

    Pages 113-231

Buy this book

eBook $139.00
price for USA (gross)
  • ISBN 978-3-642-32045-3
  • Digitally watermarked, DRM-free
  • Included format: PDF, EPUB
  • ebooks can be used on all reading devices
  • Immediate eBook download after purchase
Hardcover $179.00
price for USA
  • ISBN 978-3-642-32044-6
  • Free shipping for individuals worldwide
  • Usually dispatched within 3 to 5 business days.
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Bibliographic Information

Bibliographic Information
Book Title
Investigation of Reactions Involving Pentacoordinate Intermediates
Book Subtitle
The Mechanism of the Wittig Reaction
Authors
Series Title
Springer Theses
Copyright
2012
Publisher
Springer-Verlag Berlin Heidelberg
Copyright Holder
Springer-Verlag Berlin Heidelberg
eBook ISBN
978-3-642-32045-3
DOI
10.1007/978-3-642-32045-3
Hardcover ISBN
978-3-642-32044-6
Series ISSN
2190-5053
Edition Number
1
Number of Pages
XVI, 231
Number of Illustrations and Tables
8 b/w illustrations, 25 illustrations in colour
Topics