scholarly journals N-Heterocyclic Carbene Mediated Organocatalysis Reactions

2021 ◽  
Author(s):  
Yatheesh Narayana ◽  
Sandhya N. C. ◽  
H.E. Dinesh ◽  
Sridhar B. Thimmaiah ◽  
Kanchugarakoppal S. Rangappa ◽  
...  

Arduengo et al., isolated the first ‘bottleable’ carbene, the first N-heterocyclic carbene (NHC) 1,3-di(adamantyl)imidazol-2-ylidene resulted to an explosion of experimental and theoretical studies of novel NHCs being synthesized and analyzed have huge practical significance. These compounds emerged as successful ligands for coordinating transition metals, the complexes with NHC show diverse applications in the field of catalysis and organic transformation, NHC as ligand to main group elements and their properties and applications. Here this chapter provides the concise overview of N-heterocycle carbene as an organocatalyst that provides different organic transformation on to a carbonyl group. The majority of the NHC catalyzed reactions are employed in the phenomenon of reversing the electrophilic character of carbonyl carbon to nucleophilic carbon (umpolung activity) on coordination suggests benzoin, Stetter and hydroacylation reactions. Also, non-umpolung activity of bis-electrophile α,β-unsaturated acylazoliums reaction with suitable bis-nucleophiles in the organic synthesis have been studied.

2019 ◽  
Vol 25 (36) ◽  
pp. 8585-8589 ◽  
Author(s):  
Carsten Lenczyk ◽  
Dipak Kumar Roy ◽  
Bijoy Ghosh ◽  
Johannes Schwarzmann ◽  
Ashwini K. Phukan ◽  
...  

2022 ◽  
Author(s):  
Arunabha Thakur ◽  
Adwitiya Pal ◽  
Bappaditya Goswami

Alkynes constitute a versatile class of functional groups, which can potentially undergo a variety of transformations in organic synthesis. The interaction between alkyne unit and Hg2+ ion is well-known since...


2020 ◽  
Author(s):  
Thomas Louis-Goff ◽  
Huu Vinh Trinh ◽  
Eileen Chen ◽  
Arnold L. Rheingold ◽  
Christian Ehm ◽  
...  

A new, efficient, catalytic difluorocarbenation of olefins to give 1,1-difluorocyclopropanes is presented. The catalyst, an organobismuth complex, uses TMSCF<sub>3</sub> as a stoichiometric difluorocarbene source. We demonstrate both the viability and robustness of this reaction over a wide range of alkenes and alkynes, including electron-poor alkenes, to generate the corresponding 1,1-difluorocyclopropanes and 1,1-difluorocyclopropenes. Ease of catalyst recovery from the reaction mixture is another attractive feature of this method. In depth experimental and theoretical studies showed that the key difluorocarbene-generating step proceeds through a bismuth non-redox synchronous mechanism generating a highly reactive free CF<sub>2</sub> in an endergonic pre-equilibrium. It is the reversibility when generating the difluorocarbene that accounts for the high selectivity, while minimizing CF<sub>2</sub>-recombination side-reactions.


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