Chapter 10
Radicals in Frustrated Lewis Pair
Chemistry
Flip Holtrop, Andrew R. Jupp, and J. Chris Slootweg
Abstract The recent discovery of radical formation within frustrated Lewis pair
(FLP) systems indicates that single-electron transfer (SET) may play an important
role in their chemistry. This has sparked interest in the generation, analysis and
utilization of radical species within FLP-type systems. This chapter explores such
radical formation and provides in-depth insight into the SET events involved.
Keywords Lewis acid · Lewis base · Frustrated lewis pair · Radicals · Electron
transfer
Abbreviations
Cp
cyclopentadienyl
Cp*
pentamethylcyclopentadienyl
Dipp
2,6-diisopropylphenyl
EDA-complex electron donor–acceptor complex
EPR
electron paramagnetic resonance
FLP
frustrated Lewis pair
HAT
hydrogen atom transfer
IDipp
1,3-bis(2,6-diisopropylphenyl)imidazolidene
IMes
1,3-bis(2,4,6-trimethylphenyl)imidazolidene
Mes
2,4,6-trimethylphenyl
NHC
N-heterocyclic carbene
NMR
nuclear magnetic resonance
SET
single-electron transfer
F. Holtrop · A. R. Jupp · J. Chris Slootweg (B)
Van ‘t Hoff Institute for Molecular Sciences, University of Amsterdam, 1090 GD, 94157
Amsterdam, The Netherlands
e-mail: j.c.slootweg@uva.nl
A. R. Jupp
School of Chemistry, University of Birmingham, Edgbaston, B15 2TT Birmingham, UK
© Springer Nature Switzerland AG 2021
J. Chris Slootweg and A. R. Jupp (eds.), Frustrated Lewis Pairs,
Molecular Catalysis 2, https://doi.org/10.1007/978-3-030-58888-5_10
361