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Organotrifluoroborate Preparation, Coupling and Hydrolysis

  • Book
  • © 2013

Overview

Authors:
  1. Alastair J. J. Lennox

    1. School of Chemistry, University of Bristol, Bristol, United Kingdom

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  • Nominated as an outstanding Ph.D. thesis by the University of Bristol, UK
  • Includes an extensive review on organotrifluoroborate salts
  • Demonstrates a new, simple and etch-free preparation method for organotrifluoroborate salts
  • Detailed mechanistic studies reveal the reactivity of organotrifluoroborate salts in Suzuki-Miyaura coupling reactions
  • Includes supplementary material: sn.pub/extras

Part of the book series: Springer Theses (Springer Theses)

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Table of contents (6 chapters)

  1. Front Matter

    Pages i-xv
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  2. General Introduction

    • Alastair J. J. Lennox
    Pages 1-9

  3. Organotrifluoroborate Preparation

    • Alastair J. J. Lennox
    Pages 11-36

  4. Organotrifluoroborate Coupling

    • Alastair J. J. Lennox
    Pages 37-80

  5. Organotrifluoroborate Hydrolysis

    • Alastair J. J. Lennox
    Pages 81-131

  6. Conclusions and Future work

    • Alastair J. J. Lennox
    Pages 133-146

  7. Experimental

    • Alastair J. J. Lennox
    Pages 147-223
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Keywords

About this book

Alistair Lennox's thesis reports on the reactivity of organotrifluoroborates, which are becoming increasingly important reagents in synthesis. The thesis is divided into three sections. The first section describes a method for preparing organotrifluoroborates. The second section reports on a mechanistic investigation into the main application of RBF3K reagents as coupling partners in Suzuki-Miyaura coupling, phenomena identified as arising from organotrifluoroborate hydrolysis and fluoride release. The final section reports on a detailed investigation into the hydrolysis mechanism, a prerequisite for their Suzuki-Miyaura coupling, and how it may be predicted and controlled. This research has uncovered many interesting and useful details and shows how problems associated with Suzuki-Miyaura coupling can best be addressed. There has already been wide industrial uptake of the new procedures and insights. The broad nature and clear and succinct style will make the thesis a valuable resource for anyone working in synthesis, organometallic chemistry, or in homogeneous catalysis.

Authors and Affiliations

  • School of Chemistry, University of Bristol, Bristol, United Kingdom

    Alastair J. J. Lennox

About the author

Dr. Lennox grew up in York, received his undergraduate degree from the University of Manchester and his PhD from the University of Bristol. His interests lie in organic reaction mechanisms, of which his PhD thesis was focussed and the subject of a book he is currently co-writing.

Bibliographic Information

  • Book Title: Organotrifluoroborate Preparation, Coupling and Hydrolysis

  • Authors: Alastair J. J. Lennox

  • Series Title: Springer Theses

  • DOI: https://doi.org/10.1007/978-3-319-01134-9

  • Publisher: Springer Cham

  • eBook Packages: Chemistry and Materials Science, Chemistry and Material Science (R0)

  • Copyright Information: Springer International Publishing Switzerland 2013

  • Hardcover ISBN: 978-3-319-01133-2Published: 03 September 2013

  • Softcover ISBN: 978-3-319-37734-6Published: 23 August 2016

  • eBook ISBN: 978-3-319-01134-9Published: 13 August 2013

  • Series ISSN: 2190-5053

  • Series E-ISSN: 2190-5061

  • Edition Number: 1

  • Number of Pages: XV, 223

  • Number of Illustrations: 212 b/w illustrations, 96 illustrations in colour

  • Topics: Organic Chemistry, Catalysis, Industrial Chemistry/Chemical Engineering

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