Asymmetric Hydrogenation of Ketones and Enones with Chiral Lewis Base Derived Frustrated Lewis Pairs

2020 ◽  
Vol 132 (11) ◽  
pp. 4528-4534 ◽  
Author(s):  
Bochao Gao ◽  
Xiangqing Feng ◽  
Wei Meng ◽  
Haifeng Du
Keyword(s):  
Asymmetric Hydrogenation ◽  
Lewis Base ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs

Hydrogenation of Olefins, Alkynes, Allenes, and Arenes by Borane-based Frustrated Lewis Pairs

Synthesis ◽  
2021 ◽  
Author(s):  
Felix Wech ◽  
Urs Gellrich
Keyword(s):  
Transition Metal ◽  
Hydride Transfer ◽  
Lewis Base ◽  
Catalytic Reactions ◽  
Transfer Reactions ◽  
Organic Substrates ◽  
Frustrated Lewis Pairs ◽  
Hydrogen Activation ◽  
Hydrogenation Catalysts ◽  
Lewis Pairs

In recent years, borane-based frustrated Lewis pairs proved to be efficient hydrogenation catalysts and became an alternative to transition metal-based systems. The hydrogen activation by classic FLPs leads to a protonated Lewis base and a borohydride. Consequently, hydrogenations catalyzed by classic FLPs consist of stepwise hydride transfer reactions and protonations (or vice versa). More recently, systems that operate via an initial hydroboration have allowed extending the substrate scope for FLP catalyzed hydrogenations. Within this review, hydrogenations of organic substrates catalyzed by borane-based frustrated Lewis pairs are discussed. Emphasis is given to the mechanistic aspects of these catalytic reactions.

6-Dimethylaminopentafulvene as a Lewis Base Component in Frustrated Lewis Pairs: Reversible Carbon–Carbon Coupling in FLP Chemistry

2011 ◽  
Vol 30 (19) ◽  
pp. 5080-5083 ◽  
Author(s):  
Bao-Hua Xu ◽  
Gerald Kehr ◽  
Roland Fröhlich ◽  
Gerhard Erker
Keyword(s):  
Lewis Base ◽  
Frustrated Lewis Pairs ◽  
Base Component ◽  
Lewis Pairs

Intramolecular cooperativity in frustrated Lewis pairs

2016 ◽  
Vol 52 (64) ◽  
pp. 9949-9952 ◽  
Author(s):  
Leif A. Körte ◽  
Sebastian Blomeyer ◽  
Shari Heidemeyer ◽  
Andreas Mix ◽  
Beate Neumann ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Lewis Base ◽  
Frustrated Lewis Pairs ◽  
Frustrated Lewis Pair ◽  
Fast Exchange ◽  
Lewis Pairs

The doubly Lewis-acid functionalised aniline PhN[(CH2)3B(C6F5)2]2 features two competing boron functions in fast exchange for binding to the central Lewis base. In contrast to the mono acid-functionalised PhMeN[(CH2)3B(C6F5)2], it is an active frustrated Lewis pair.

Frustrated Lewis pairs: Some recent developments

2012 ◽  
Vol 84 (11) ◽  
pp. 2203-2217 ◽  
Author(s):  
Gerhard Erker
Keyword(s):  
Nitric Oxide ◽  
Lewis Acid ◽  
Lewis Base ◽  
Frustrated Lewis Pairs ◽  
Recent Developments ◽  
New Type ◽  
Lewis Pairs

The chemistry of some reactive frustrated Lewis pairs (FLPs) is reported. This includes intramolecular P/B and N/B FLPs, some of which were used as catalysts for the hydrogenation of electron-rich olefin substrates. Some advanced intermolecular FLPs are reported, which includes systems derived from very bulky alkenyl boranes obtained from 1,1-carboboration reactions of 1-alkynes with tris(pentafluorophenyl)borane. Some such systems activate dihydrogen and transfer the resulting proton/hydride pair even to some electron-poor alkynes. Eventually, we report on the reaction of our intramolecular ethylene-bridged P/B FLP with nitric oxide (NO). N,B-addition of the P-Lewis base/B-Lewis acid combination is observed to form a new type of a persistent aminoxyl radical. Some of the chemistry of the new FLP-NO radicals is presented and discussed.

Bis(perchlorocatecholato)silane and Heteroleptic Bidonors: Hidden Frustrated Lewis Pairs by Ring Strain

2021 ◽  
Author(s):  
Deborah Hartmann ◽  
Sven Braner ◽  
Lutz Greb
Keyword(s):  
Ammonia Borane ◽  
Frustrated Lewis Pairs ◽  
Ring Strain ◽  
Frustrated Lewis Pair ◽  
Lewis Pairs

Bis(perchlorocatecholato)silane and bidentate N,N- or N,P-heteroleptic donors form hexacoordinated complexes. Depending on the ring strain and hemilability in the adducts, Frustrated Lewis pair reactivity with aldehydes and catalytic ammonia borane...

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