Intermolecular Redox-Neutral Amine C−H Functionalization Induced by the Strong Boron Lewis Acid B(C6 F5 )3 in the Frustrated Lewis Pair Regime

2017 ◽  
Vol 23 (19) ◽  
pp. 4723-4729 ◽  
Author(s):  
Guo-Qiang Chen ◽  
Gerald Kehr ◽  
Constantin G. Daniliuc ◽  
Markus Bursch ◽  
Stefan Grimme ◽  
...  
2021 ◽  
Vol 12 (38) ◽  
pp. 5548-5555
Author(s):  
Yun Bai ◽  
Huaiyu Wang ◽  
Jianghua He ◽  
Yuetao Zhang

The frustrated Lewis pair composed of an organophosphorus(iii) superbase and a bulky organoaluminum Lewis acid promoted the living/controlled polymerization of naturally renewable butyrolactone-based vinylidenes.


Tetrahedron ◽  
2019 ◽  
Vol 75 (5) ◽  
pp. 571-579 ◽  
Author(s):  
Jennifer Möricke ◽  
Florian Rehwinkel ◽  
Tobias Danelzik ◽  
Constantin G. Daniliuc ◽  
Birgit Wibbeling ◽  
...  

Molecules ◽  
2018 ◽  
Vol 23 (12) ◽  
pp. 3099 ◽  
Author(s):  
Amanda Benton ◽  
Zachariah Copeland ◽  
Stephen M. Mansell ◽  
Georgina M. Rosair ◽  
Alan J. Welch

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).


2014 ◽  
Vol 5 (3) ◽  
pp. 1082-1090 ◽  
Author(s):  
Gang Lu ◽  
Peng Zhang ◽  
Dongqing Sun ◽  
Lei Wang ◽  
Kebin Zhou ◽  
...  

Au (111) surface can serve as a Lewis acid to couple with a Lewis base (e.g. imine or nitrile) to form the Au-coupled FLP (frustrated Lewis pair, left) which can cleave H2, further achieving hydrogenation of small imines and nitriles.


2021 ◽  
Author(s):  
Aslam C. Shaikh ◽  
José M. Veleta ◽  
Jules Moutet ◽  
Thomas L. Gianetti

Frustration at carbon! Herein, we present a frustrated Lewis pair system derived from a water stable carbon-based Lewis acid, trioxatriangulene (TOTA+), and a variety of Lewis bases, which successfully promotes bond cleavage and molecule fixation.


2015 ◽  
Vol 137 (23) ◽  
pp. 7298-7301 ◽  
Author(s):  
Michael H. Holthausen ◽  
Julia M. Bayne ◽  
Ian Mallov ◽  
Roman Dobrovetsky ◽  
Douglas W. Stephan

Author(s):  
Frédéric-Georges Fontaine ◽  
Douglas W. Stephan

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’.


2017 ◽  
Vol 129 (32) ◽  
pp. 9640-9644 ◽  
Author(s):  
Éva Dorkó ◽  
Márk Szabó ◽  
Bianka Kótai ◽  
Imre Pápai ◽  
Attila Domján ◽  
...  

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