Promotion of Appel-type reactions by N-heterocyclic carbenes

2019 ◽  
Vol 55 (55) ◽  
pp. 7962-7965 ◽  
Author(s):  
Mohanad A. Hussein ◽  
Thanh Vinh Nguyen
Keyword(s):  
Heterocyclic Carbenes ◽  
Halogenation Reaction

N-Heterocyclic carbenes are found to mediate the Appel-type dehydrative halogenation reaction.

Aryl-substituted Triarsiranes: Synthesis and Reactivity

2020 ◽  
Author(s):  
André Schumann ◽  
Jonas Bresien ◽  
Malte Fischer ◽  
Christian Hering-Junghans
Keyword(s):  
Organic Chemistry ◽  
Electronic Structure ◽  
Heterocyclic Carbenes ◽  
Synthetic Approaches ◽  
Inorganic And Organic

Cyclotriarsanes are rare and limited synthetic approaches have hampered reactivity studies on these systems. Described in here is a scalable synthetic protocol towards (AsAr)<sub>3</sub> (Ar = Dip, 2,6-<sup>i</sup>Pr<sub>2</sub>-C<sub>6</sub>H<sub>3</sub>; Tip, 2,4,6-<sup>i</sup>Pr<sub>3</sub>-C<sub>6</sub>H<sub>2</sub>), which allowed to study their reactivity towards [Cp<sub>2</sub>Ti(C<sub>2</sub>(SiMe<sub>3</sub>)<sub>2</sub>], affording titanocene diarsene complexes and towards N-heterocyclic carbenes (NHCs) to give straightforward access to a variety of NHC-arsinidene adducts. The electronic structure of the titanium diarsene complxes has been studied and they are best described as Ti(IV) species with a doubly reduced As<sub>2</sub>Ar<sub>2</sub> ligand. These findings will make (AsAr)<sub>3</sub> valuable precursors in the synthetic inorganic and organic chemistry.

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.

scholarly journals Sydnone methides – a forgotten class of mesoionic compounds for the generation of anionic N‐heterocyclic carbenes

2021 ◽  
Author(s):  
Andreas Schmidt ◽  
Sebastian Mummel ◽  
Felix Lederle ◽  
Eike Hübner ◽  
Jan C. Namyslo ◽  
...  
Keyword(s):  
Heterocyclic Carbenes

scholarly journals A monotopic aluminum telluride with an Al=Te double bond stabilized by N-heterocyclic carbenes

2015 ◽  
Vol 6 (1) ◽  
Author(s):  
Daniel Franz ◽  
Tibor Szilvási ◽  
Elisabeth Irran ◽  
Shigeyoshi Inoue
Keyword(s):  
Double Bond ◽  
Heterocyclic Carbenes

scholarly journals Insights into the Factors Controlling the Origin of Activation Barriers in Group 13 Analogues of the Four-Membered N-Heterocyclic Carbenes

ACS Omega ◽  
2021 ◽  
Vol 6 (34) ◽  
pp. 22272-22283
Author(s):  
Zheng-Feng Zhang ◽  
Ming-Der Su
Keyword(s):  
Heterocyclic Carbenes ◽  
Group 13 ◽  
Activation Barriers

Synthesis of Palladium complexes derived from Amido linked N‐Heterocyclic Carbenes and their use in Suzuki cross coupling reactions

2021 ◽  
Author(s):  
Rohit Singh Chauhan ◽  
Suryakant Nagar ◽  
Sucheta Chatterjee ◽  
Dibakar Goswami ◽  
David B. Cordes ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Palladium Complexes ◽  
Heterocyclic Carbenes ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

Recent advances in synthesis of organometallic complexes of indium

2020 ◽  
Vol 40 (3) ◽  
pp. 107-151
Author(s):  
Hira Anwar ◽  
Rosenani A. Haque ◽  
Rahman Shah Zaib Saleem ◽  
Muhammad Adnan Iqbal
Keyword(s):  
Material Science ◽  
Thin Film Transistors ◽  
Heterocyclic Carbenes ◽  
Organometallic Complexes ◽  
Organic Ligands ◽  
Group 13 ◽  
Indium Complexes ◽  
Different Types ◽  
Stirring Time ◽  
Different Temperatures

AbstractThe indium complexes are being used in many applications like catalysis, optoelectronics, sensors, solar cells, biochemistry, medicine, infrared (IR) mirrors and thin-film transistors (TFTs). In organometallic complexes of indium, it forms different types of complexes with single, double, triple and tetra linkages by coordinating with numerous elements like C, N, O and S and also with some other elements like Se and Ru. So, the present study comprises all the possible ways to synthesize the indium complexes by reacting with different organic ligands; most of them are N-heterocyclic carbenes, amines, amides and phenols. The commonly used solvents for these syntheses are tetrahydrofuran, dichloromethane, toluene, benzene, dimethyl sulfoxide (DMSO) and water. According to the nature of the ligands, indium complexes were reported at different temperatures and stirring time. Because of their unique characteristics, the organometallic chemistry of group 13 metal indium complexes remains a subject of continuing interest in synthetic chemistry as well as material science.

scholarly journals Silver (I) N-Heterocyclic Carbene Complexes: A Winning and Broad Spectrum of Antimicrobial Properties

2021 ◽  
Vol 22 (5) ◽  
pp. 2497
Author(s):  
Filippo Prencipe ◽  
Anna Zanfardino ◽  
Michela Di Napoli ◽  
Filomena Rossi ◽  
Stefano D’Errico ◽  
...  
Keyword(s):  
Bacterial Infections ◽  
Antimicrobial Agents ◽  
Antimicrobial Properties ◽  
Resistance Mechanisms ◽  
Heterocyclic Carbenes ◽  
Significant Activity ◽  
Bacterial Strains ◽  
Development Of Resistance ◽  
Starting Point ◽  
Catalytic Chemistry

The evolution of antibacterial resistance has arisen as the main downside in fighting bacterial infections pushing researchers to develop novel, more potent and multimodal alternative drugs.Silver and its complexes have long been used as antimicrobial agents in medicine due to the lack of silver resistance and the effectiveness at low concentration as well as to their low toxicities compared to the most commonly used antibiotics. N-Heterocyclic Carbenes (NHCs) have been extensively employed to coordinate transition metals mainly for catalytic chemistry. However, more recently, NHC ligands have been applied as carrier molecules for metals in anticancer applications. In the present study we selected from literature two NHC-carbene based on acridinescaffoldand detailed nonclassicalpyrazole derived mono NHC-Ag neutral and bis NHC-Ag cationic complexes. Their inhibitor effect on bacterial strains Gram-negative and positivewas evaluated. Imidazolium NHC silver complex containing the acridine chromophore showed effectiveness at extremely low MIC values. Although pyrazole NHC silver complexes are less active than the acridine NHC-silver, they represent the first example of this class of compounds with antimicrobial properties. Moreover all complexesare not toxic and they show not significant activity againstmammalian cells (Hek lines) after 4 and 24 h. Based on our experimental evidence, we are confident that this promising class of complexes could represent a valuable starting point for developing candidates for the treatment of bacterial infections, delivering great effectiveness and avoiding the development of resistance mechanisms.

Synthesis, Characterization, and Cytotoxic Activity of AuIN,S-Heterocyclic Carbenes Derived from Peptides ContainingL-Thiazolylalanine

2014 ◽  
Vol 2014 (15) ◽  
pp. 2512-2519 ◽  
Author(s):  
Alejandro Gutiérrez ◽  
M. Concepción Gimeno ◽  
Isabel Marzo ◽  
Nils Metzler-Nolte
Keyword(s):  
Cytotoxic Activity ◽  
Heterocyclic Carbenes
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