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Non-conventional Lewis Acids and Bases in Frustrated Lewis Pair Chemistry

  • Christopher B. Caputo
  • Douglas W. StephanEmail author
Chapter
Part of the Structure and Bonding book series (STRUCTURE, volume 171)

Abstract

The discovery of frustrated Lewis pairs (FLPs) was based on the reactions of combinations of sterically demanding phosphine donors and electrophilic boranes with dihydrogen. Since these early findings, the range of species that exhibit FLP chemistry has broadened dramatically to include a series of Lewis acids and bases. In this review, we describe a variety of such systems and the corresponding reactivity of FLPs derived from group 13–16 species.

Keywords

Activation of small molecules Catalysis Frustrated Lewis pairs Lewis acids Lewis bases 

Abbreviations

9-BBN

Borabicyclo(3.3.1)nonane

DIBAL

Diisobutylaluminium hydride

EPR

Electron paramagnetic resonance

FLP

Frustrated Lewis pair

FRP

Frustrated radical pair

IDipp

1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene

Imid

1,3,4,5-Tetramethylimidazol-2-ylidene

ItBu

1,3-Di-tert-butylimidazol-2-ylidene

MBL

α-Methylene-γ-butyrolactone

MMA

Methyl methacrylate

MMBL

γ-Methyl-α-methylene-γ-butyrolactone

NHC

N-Heterocyclic carbene

NMR

Nuclear magnetic resonance

OTf

Trifluoromethanesulfonate

Pin

Pinacolato

SIMes

1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene

THF

Tetrahydrofuran

TIBAL

Triisobutylaluminum

TMS

Trimethylsilyl

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Copyright information

© Springer-Verlag Berlin Heidelberg 2015

Authors and Affiliations

  1. 1.Department of ChemistryUniversity of TorontoTorontoCanada

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