NHC-Catalyzed Aza-Benzoin Condensation of N,N′-Dipyridin-2-yl Aminals with Aldehydes

2021 ◽  
Author(s):  
Justin S. Lamb ◽  
Ryo Takashima ◽  
Yumiko Suzuki
Keyword(s):  
Benzoin Condensation

Application of Nitrogen Heterocyclic Carbenes in Organocatalysis

2020 ◽  
Vol 09 ◽  
Author(s):  
Minita Ojha ◽  
R. K. Bansal
Keyword(s):  
Asymmetric Catalysis ◽  
Building Blocks ◽  
Structural Features ◽  
Heterocyclic Carbenes ◽  
Stetter Reaction ◽  
Metal Pollutants ◽  
Synthetic Strategy ◽  
Wide Range ◽  
Benzoin Condensation ◽  
Nitrogen Heterocyclic

Background: During the last two decades, horizon of research in the field of Nitrogen Heterocyclic Carbenes (NHC) has widened remarkably. NHCs have emerged as ubiquitous species having applications in a broad range of fields, including organocatalysis and organometallic chemistry. The NHC-induced non-asymmetric catalysis has turned out to be a really fruitful area of research in recent years. Methods: By manipulating structural features and selecting appropriate substituent groups, it has been possible to control the kinetic and thermodynamic stability of a wide range of NHCs, which can be tolerant to a variety of functional groups and can be used under mild conditions. NHCs are produced by different methods, such as deprotonation of Nalkylhetrocyclic salt, transmetallation, decarboxylation and electrochemical reduction. Results: The NHCs have been used successfully as catalysts for a wide range of reactions making a large number of building blocks and other useful compounds accessible. Some of these reactions are: benzoin condensation, Stetter reaction, Michael reaction, esterification, activation of esters, activation of isocyanides, polymerization, different cycloaddition reactions, isomerization, etc. The present review includes all these examples published during the last 10 years, i.e. from 2010 till date. Conclusion: The NHCs have emerged as versatile and powerful organocatalysts in synthetic organic chemistry. They provide the synthetic strategy which does not burden the environment with metal pollutants and thus fit in the Green Chemistry.

A New Class of Benzoin Condensation Catalysts: N,N′-Disubstituted o-Phenylenediamines

1995 ◽  
Vol 5 (1) ◽  
pp. 11-12 ◽  
Author(s):  
Anatolii S. Morkovnik ◽  
Viktor N. Khrustalev ◽  
Sergei V. Lindeman ◽  
Yurii T. Struchkov ◽  
Zinaida S. Morkovnik
Keyword(s):  
New Class ◽  
Benzoin Condensation

scholarly journals NHC-catalysed benzoin condensation – is it all down to the Breslow intermediate?

2015 ◽  
Vol 6 (10) ◽  
pp. 6013-6018 ◽  
Author(s):  
Julia Rehbein ◽  
Stephanie-M. Ruser ◽  
Jenny Phan
Keyword(s):  
Computational Chemistry ◽  
Radical Pair ◽  
Benzoin Condensation ◽  
Computational Data

The NHC-catalysed benzoin condensation has been studied mechanistically by a combination of experimental and computational chemistry. The presented EPR-spectroscopic and computational data provide evidence for a radical pair as a potential second key-intermediate that is derived from the Breslow-intermediate via an SET process.

Modified benzoin condensation of terephthalaldehyde with benzaldehyde

1976 ◽  
Vol 41 (12) ◽  
pp. 2230-2230 ◽  
Author(s):  
R. H. Kratzer ◽  
K. L. Paciorek ◽  
D. W. Karle
Keyword(s):  
Benzoin Condensation
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