Radicals in Synthesis III pp 93-120

Part of the Topics in Current Chemistry book series (TOPCURRCHEM, volume 320)

Hydrogen Atom Donors: Recent Developments

  • Andreas Gansäuer
  • Lei Shi
  • Matthias Otte
  • Inga Huth
  • Antonio Rosales
  • Iris Sancho-Sanz
  • Natalia M. Padial
  • J. Enrique Oltra
Chapter

Abstract

This review highlights recent developments in the field of hydrogen atom transfer (HAT) reagents that circumvent the disadvantages of classical group 14 reagents, such as Bu3SnH. Special emphasis is laid on the lowering of bond dissociation energies (BDEs) of molecules that could, as yet, not be used as HAT reagents and on the use of organometallic HAT reagents.

Graphical abstract

Keywords

Bond dissociation energies Catalysis Chain reactions Hydrogen atom transfer Metal-hydrogen bonds Radicals 

Abbreviations

AIBN

Azobisisobutyronitrile

BDE

Bond dissociation energy

CHAT

Catalytic hydrogen atom transfer

CHD

Cyclohexadiene

dppe

1,2-Bis(diphenylphosphino)ethane

dppf

1,1'-Bis(diphenylphosphino)ferrocene

dppm

Bis(diphenylphosphino)methane

HAT

Hydrogen atom transfer

NHC

N-Heterocyclic carbene

TMP

2,2,6,6-Tetramethylpiperidine

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Copyright information

© Springer-Verlag Berlin Heidelberg 2011

Authors and Affiliations

  • Andreas Gansäuer
    • 1
  • Lei Shi
    • 1
  • Matthias Otte
    • 1
  • Inga Huth
    • 1
  • Antonio Rosales
    • 2
  • Iris Sancho-Sanz
    • 2
  • Natalia M. Padial
    • 2
  • J. Enrique Oltra
    • 2
  1. 1.Kekulé Institut für Organische Chemie und Biochemie der Universität BonnBonnGermany
  2. 2.Department of Organic Chemistry, Faculty of SciencesUniversity of GranadaGranadaSpain

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