Discovery of Frustrated Lewis Pairs: Intermolecular FLPs for Activation of Small Molecules

2012 ◽  
pp. 1-44 ◽  
Author(s):  
Douglas W. Stephan
Keyword(s):  
Small Molecules ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs

Reactivity of bulky aminophosphanes towards small molecules: Activation of dihydrogen and carbon dioxide by aminophosphane/borane frustrated Lewis pairs

Polyhedron ◽  
2021 ◽  
Vol 194 ◽  
pp. 114930
Author(s):  
Magdalena Siedzielnik ◽  
Kinga Kaniewska-Laskowska ◽  
Natalia Szynkiewicz ◽  
Jarosław Chojnacki ◽  
Rafał Grubba
Keyword(s):  
Carbon Dioxide ◽  
Small Molecules ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs

Bis(pentafluorophenyl)phenothiazylborane – A Pseudo Frustrated Radical Pair for the Catalytic Dehydrocoupling of Stannanes

2020 ◽  
Author(s):  
Jordan N. Bentley ◽  
Ekadashi Pradhan ◽  
Tao Zeng ◽  
Christopher B. Caputo
Keyword(s):  
Small Molecules ◽  
Computational Analysis ◽  
Bond Activation ◽  
Radical Pair ◽  
Frustrated Lewis Pairs ◽  
Frustrated Lewis Pair ◽  
Lewis Pairs

The understanding of the mechanism by which frustrated Lewis pairs activate small molecules has been evolving with the discovery that both heterolytic and homolytic bond activation is possible. Herein we characterized a novel Lewis acidic aminoborane containing a phenothiazyl substituent and demonstrate its potential to catalytically promote the dehydrocoupling of tin hydrides. The reactivity observed implies this species promotes homolytic bond activation, however computational analysis suggests a heterolytic mechanism for this reaction. This result represents the first frustrated Lewis pair system to blur the lines between heterolytic and homolytic reactivity.

Frustrated Lewis pair chemistry of carbon, nitrogen and sulfur oxides

2014 ◽  
Vol 5 (7) ◽  
pp. 2625-2641 ◽  
Author(s):  
Douglas W. Stephan ◽  
Gerhard Erker
Keyword(s):  
Small Molecules ◽  
Sulfur Oxides ◽  
Frustrated Lewis Pairs ◽  
Frustrated Lewis Pair ◽  
Lewis Pairs

Frustrated Lewis pairs have been used to activate a variety of small molecules.

scholarly journals Metal–ligand multiple bonds as frustrated Lewis pairs for C–H functionalization

2012 ◽  
Vol 8 ◽  
pp. 1554-1563 ◽  
Author(s):  
Matthew T Whited
Keyword(s):  
Small Molecules ◽  
Metal Species ◽  
Frustrated Lewis Pairs ◽  
Acid Base ◽  
Base Pairs ◽  
Multiple Bonds ◽  
Inorganic Complexes ◽  
Cooperative Activation ◽  
Metal Ligand ◽  
Lewis Pairs

The concept of frustrated Lewis pairs (FLPs) has received considerable attention of late, and numerous reports have demonstrated the power of non- or weakly interacting Lewis acid–base pairs for the cooperative activation of small molecules. Although most studies have focused on the use of organic or main-group FLPs that utilize steric encumbrance to prevent adduct formation, a related strategy can be envisioned for both organic and inorganic complexes, in which "electronic frustration" engenders reactivity consistent with both nucleophilic (basic) and electrophilic (acidic) character. Here we propose that such a description is consistent with the behavior of many coordinatively unsaturated transition-metal species featuring metal–ligand multiple bonds, and we further demonstrate that the resultant reactivity may be a powerful tool for the functionalization of C–H and E–H bonds.

scholarly journals Frustrated Lewis pairs incorporating the bifunctional Lewis acid 1,1′-fc{B(C6F5)2}2: reactivity towards small molecules

2018 ◽  
Vol 47 (5) ◽  
pp. 1588-1598 ◽  
Author(s):  
Rémi Tirfoin ◽  
Jessica Gilbert ◽  
Michael J. Kelly ◽  
Simon Aldridge
Keyword(s):  
Small Molecules ◽  
Lewis Acid ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs

Applications of the bifunctional Lewis acid 1,1′-fc{B(C6F5)2}2in FLP chemistry are described, including reactions towards H2O, NH3, CO2and cyclohexylisocyanate.

Bis(pentafluorophenyl)phenothiazylborane – A Pseudo Frustrated Radical Pair for the Catalytic Dehydrocoupling of Stannanes

2020 ◽  
Author(s):  
Jordan N. Bentley ◽  
Ekadashi Pradhan ◽  
Tao Zeng ◽  
Christopher B. Caputo
Keyword(s):  
Small Molecules ◽  
Computational Analysis ◽  
Bond Activation ◽  
Radical Pair ◽  
Frustrated Lewis Pairs ◽  
Frustrated Lewis Pair ◽  
Lewis Pairs

The understanding of the mechanism by which frustrated Lewis pairs activate small molecules has been evolving with the discovery that both heterolytic and homolytic bond activation is possible. Herein we characterized a novel Lewis acidic aminoborane containing a phenothiazyl substituent and demonstrate its potential to catalytically promote the dehydrocoupling of tin hydrides. The reactivity observed implies this species promotes homolytic bond activation, however computational analysis suggests a heterolytic mechanism for this reaction. This result represents the first frustrated Lewis pair system to blur the lines between heterolytic and homolytic reactivity.

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