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.

Development of silica-supported frustrated Lewis pairs: highly active transition metal-free catalysts for the Z-selective reduction of alkynes

2016 ◽  
Vol 6 (3) ◽  
pp. 882-889 ◽  
Author(s):  
Kai C. Szeto ◽  
Wissam Sahyoun ◽  
Nicolas Merle ◽  
Jessica Llop Castelbou ◽  
Nicolas Popoff ◽  
...  
Keyword(s):  
Transition Metal ◽  
Lewis Acid ◽  
Selective Reduction ◽  
Frustrated Lewis Pairs ◽  
Acid Base ◽  
Metal Free ◽  
Highly Active ◽  
Active Transition ◽  
Lewis Pairs

Supported Lewis acid/base systems based have been prepared and characterized.

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.

scholarly journals Exploiting the Electronic Tuneability of Carboranes as Supports for Frustrated Lewis Pairs

Molecules ◽  
2018 ◽  
Vol 23 (12) ◽  
pp. 3099 ◽  
Author(s):  
Amanda Benton ◽  
Zachariah Copeland ◽  
Stephen M. Mansell ◽  
Georgina M. Rosair ◽  
Alan J. Welch
Keyword(s):  
Lewis Acid ◽  
Michael Addition ◽  
Coupling Constants ◽  
Frustrated Lewis Pairs ◽  
Acid Component ◽  
Frustrated Lewis Pair ◽  
Lewis Pairs

The first example of a carborane with a catecholborolyl substituent, [1-Bcat-2-Ph-closo-1,2-C2B10H10] (1), has been prepared and characterized and shown to act as the Lewis acid component of an intermolecular frustrated Lewis pair in catalyzing a Michael addition. In combination with B(C6F5)3 the C-carboranylphosphine [1-PPh2-closo-1,2-C2B10H11] (IVa) is found to be comparable with PPh2(C6F5) in its ability to catalyze hydrosilylation, whilst the more strongly basic B-carboranylphosphine [9-PPh2-closo-1,7-C2B10H11] (V) is less effective and the very weakly basic species [μ-2,2ʹ-PPh-{1-(1ʹ-1ʹ,2ʹ-closo-C2B10H10)-1,2-closo-C2B10H10}] (IX) is completely ineffective. Base strengths are rank-ordered via measurement of the 1J 31P-77Se coupling constants of the phosphineselenides [1-SePPh2-closo-1,2-C2B10H11] (2), [9-SePPh2-closo-1,7-C2B10H11] (3), and [SePPh2(C6F5)] (4).

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.

Roles of the Lewis Acid and Base in the Chemical Reduction of CO2 Catalyzed by Frustrated Lewis Pairs

2013 ◽  
Vol 52 (17) ◽  
pp. 10062-10066 ◽  
Author(s):  
Chern-Hooi Lim ◽  
Aaron M. Holder ◽  
James T. Hynes ◽  
Charles B. Musgrave
Keyword(s):  
Lewis Acid ◽  
Chemical Reduction ◽  
Frustrated Lewis Pairs ◽  
Acid And Base ◽  
Lewis Acid And Base ◽  
Reduction Of Co2 ◽  
Lewis Pairs

scholarly journals On the concept of frustrated Lewis pairs

2017 ◽  
Vol 375 (2101) ◽  
pp. 20170004 ◽  
Author(s):  
Frédéric-Georges Fontaine ◽  
Douglas W. Stephan
Keyword(s):  
Lewis Acid ◽  
Bond Formation ◽  
Frustrated Lewis Pairs ◽  
Metal Chemistry ◽  
Frustrated Lewis Pair ◽  
Acid And Base ◽  
Definition Of ◽  
Lewis Acid And Base ◽  
Pair Work ◽  
Lewis Pairs

In this concept article, we consider the notion of ‘frustrated Lewis pairs’ (FLPs). While the original use of the term referred to steric inhibition of dative bond formation in a Lewis pair, work in the intervening decade demonstrates the limitation of this simplistic view. Analogies to known transition metal chemistry and the applications in other areas of chemistry are considered. In the light of these findings, we present reflections on the criteria for a definition of the term ‘frustrated Lewis pair’. Segregation of the Lewis acid and base and the kinetic nature of FLP reactivity are discussed. We are led to the conclusion that, while an all-inclusive definition of FLP is challenging, the notion of ‘FLP chemistry’ is more readily recognized. This article is part of the themed issue ‘Frustrated Lewis pair chemistry’.

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.

Cyclizations via Frustrated Lewis Pairs: Lewis Acid Induced Intramolecular Additions of Amines to Olefins and Alkynes

2010 ◽  
Vol 16 (10) ◽  
pp. 3005-3008 ◽  
Author(s):  
Tanja Voss ◽  
Chao Chen ◽  
Gerald Kehr ◽  
Elisa Nauha ◽  
Gerhard Erker ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs
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