scholarly journals A fully recyclable heterogenized Cu catalyst for the general carbene transfer reaction in batch and flow

2015 ◽  
Vol 6 (2) ◽  
pp. 1510-1515 ◽  
Author(s):  
Lourdes Maestre ◽  
Erhan Ozkal ◽  
Carles Ayats ◽  
Álvaro Beltrán ◽  
M. Mar Díaz-Requejo ◽  
...  
Keyword(s):  
Transfer Reaction ◽  
Transfer Reactions ◽  
Highly Active ◽  
Cu Catalyst ◽  
Carbene Transfer

Carbene transfer reactions can be performed in batch and flow with a highly active, chemically stable heterogenized tris(triazolyl)methyl copper(i) catalyst.

Sustainable Carbene Transfer Reactions with Iron and Light

Synlett ◽  
2019 ◽  
Vol 30 (17) ◽  
pp. 1929-1934 ◽  
Author(s):  
Claire Empel ◽  
Rene M. Koenigs
Keyword(s):  
Visible Light ◽  
Transfer Reaction ◽  
Reactive Intermediates ◽  
Building Blocks ◽  
Transfer Reactions ◽  
Iron Catalysts ◽  
Metal Free ◽  
Scalable Applications ◽  
Carbene Transfer

Carbenes are versatile, highly reactive intermediates with great importance in chemistry. We recently reported on our findings on safe and scalable applications of hazardous diazoacetonitrile using cheap and commercially available iron catalysts in efficient carbene transfer reactions, ranging from cyclopropanation towards C–H functionalization reactions for the synthesis of biologically important building blocks. More lately, we uncovered the reactivity of diazoalkanes under photochemical conditions using visible light and were able to demonstrate a variety of different, metal-free carbene transfer reactions, which now open up new sustainable ways for the construction of small functional molecules.1 Introduction2 Iron-Catalyzed Carbene Transfer Reactions of Diazoacetonitrile3 Metal-free Carbene Transfer Reaction with Visible Light4 Summary

scholarly journals Photochemical Carbene Transfer Reactions of Aryl/Aryl Diazoalkanes – Experiment and Theory

2020 ◽  
Author(s):  
Sripati Jana ◽  
Chao Pei ◽  
Claire Empel ◽  
Rene Koenigs
Keyword(s):  
Electronic Properties ◽  
Organic Synthesis ◽  
Spin State ◽  
Strong Influence ◽  
Transfer Reaction ◽  
Transfer Reactions ◽  
Computational Studies ◽  
Triplet Energy ◽  
Energy Gaps ◽  
Carbene Transfer

The photochemical carbene transfer reaction is a timely strategy in organic synthesis and generally proceeds via singlet carbene intermediates. In this combined experimental and computational studies, we show that the photolysis reaction of diaryl diazoalkanes gives access to both singlet and triplet diarylcarbene intermediates. The electronic properties of substituents of the aryl substituents show a strong influence on the electronic properties of the carbene intermediate and result in significantly reduced singlet triplet energy gaps. Depending on the spin state and electronic properties of the carbene intermediate, the reaction with alkynes provides access towards chemoselective cyclopropenation, cascade, or C-H functionalization reactions.

scholarly journals Photochemical Carbene Transfer Reactions of Aryl/Aryl Diazoalkanes – Experiment and Theory

2020 ◽  
Author(s):  
Sripati Jana ◽  
Chao Pei ◽  
Claire Empel ◽  
Rene Koenigs
Keyword(s):  
Electronic Properties ◽  
Organic Synthesis ◽  
Spin State ◽  
Strong Influence ◽  
Transfer Reaction ◽  
Transfer Reactions ◽  
Computational Studies ◽  
Triplet Energy ◽  
Energy Gaps ◽  
Carbene Transfer

The photochemical carbene transfer reaction is a timely strategy in organic synthesis and generally proceeds via singlet carbene intermediates. In this combined experimental and computational studies, we show that the photolysis reaction of diaryl diazoalkanes gives access to both singlet and triplet diarylcarbene intermediates. The electronic properties of substituents of the aryl substituents show a strong influence on the electronic properties of the carbene intermediate and result in significantly reduced singlet triplet energy gaps. Depending on the spin state and electronic properties of the carbene intermediate, the reaction with alkynes provides access towards chemoselective cyclopropenation, cascade, or C-H functionalization reactions.

Nonclassical oxygen atom transfer reactions of an eight-coordinate dioxomolybdenum(vi) complex

2021 ◽  
Author(s):  
Leila G. Ranis ◽  
Jacqueline Gianino ◽  
Justin M. Hoffman ◽  
Seth N. Brown
Keyword(s):  
Oxygen Atom ◽  
Transfer Reaction ◽  
Transfer Reactions ◽  
Atom Transfer ◽  
Oxygen Atom Transfer ◽  
Oxygen Atom Transfer Reactions ◽  
Atom Transfer Reactions ◽  
Oxygen Atoms

Eight-coordinate MoO2(DOPOQ)2 can donate two oxygen atoms to substrates such as phosphines in a four-electron nonclassical oxygen atom transfer reaction.

scholarly journals Electron transfer studies of a conventional redox probe in human sweat and saliva bio-mimicking conditions

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
P. Krishnaveni ◽  
V. Ganesh
Keyword(s):  
Electron Transfer ◽  
Crystalline Phase ◽  
Liquid Crystalline ◽  
Transfer Reaction ◽  
Electron Transfer Reaction ◽  
Redox Couple ◽  
Liquid Crystalline Phase ◽  
Transfer Reactions ◽  
Redox Probe ◽  
Human Sweat

AbstractModern day hospital treatments aim at developing electrochemical biosensors for early diagnosis of diseases using unconventional human bio-fluids like sweat and saliva by monitoring the electron transfer reactions of target analytes. Such kinds of health care diagnostics primarily avoid the usage of human blood and urine samples. In this context, here we have investigated the electron transfer reaction of a well-known and commonly used redox probe namely, potassium ferro/ferri cyanide by employing artificially simulated bio-mimics of human sweat and saliva as unconventional electrolytes. Typically, electron transfer characteristics of the redox couple, [Fe(CN)6]3−/4− are investigated using electrochemical techniques like cyclic voltammetry and electrochemical impedance spectroscopy. Many different kinetic parameters are determined and compared with the conventional system. In addition, such electron transfer reactions have also been studied using a lyotropic liquid crystalline phase comprising of Triton X-100 and water in which the aqueous phase is replaced with either human sweat or saliva bio-mimics. From these studies, we find out the electron transfer reaction of [Fe(CN)6]3−/4− redox couple is completely diffusion controlled on both Au and Pt disc shaped electrodes in presence of sweat and saliva bio-mimic solutions. Moreover, the reaction is partially blocked by the presence of lyotropic liquid crystalline phase consisting of sweat and saliva bio-mimics indicating the predominant charge transfer controlled process for the redox probe. However, the rate constant values associated with the electron transfer reaction are drastically reduced in presence of liquid crystalline phase. These studies are essentially carried out to assess the effect of sweat and saliva on the electrochemistry of Fe2+/3+ redox couple.

scholarly journals Heteroleptic nickel(ii)–diNHC complexes and an unusual ‘reverse’ carbene-transfer reaction to silver(i)

2017 ◽  
Vol 46 (34) ◽  
pp. 11318-11326 ◽  
Author(s):  
Han Vinh Huynh ◽  
Christine Hui Min Koh ◽  
Van Ha Nguyen
Keyword(s):  
Transfer Reaction ◽  
Carbene Transfer

An unusual NHC transfer reaction to silver was discovered in the study of heteroleptic nickel dicarbene complexes as aqueous Suzuki–Miyaura catalysts.

Catalyst-Controlled Site-Selective N-H and C3-Arylation of Carba-zole via Carbene Transfer Reactions

2021 ◽  
Author(s):  
Sourav Sekhar Bera ◽  
Srishti Ballabh Bahukhandi ◽  
Claire Empel ◽  
Rene M Koenigs
Keyword(s):  
Transfer Reactions ◽  
Palladium Acetate ◽  
Direct Arylation ◽  
Carbene Transfer ◽  
A Site ◽  
Site Selective

A site-selective direct arylation reaction of carbazole and other N-heterocycles with diazo-naphthalen-2(1H)-ones has been developed. While Au(I)-NHC catalysts lead to selective C3-arylation, palladium acetate allows for selective N-H arylation, displaying...

Carbene transfer reactions between transition-metal ions

1999 ◽  
Vol 28 (5) ◽  
pp. 315-322 ◽  
Author(s):  
Shiuh-Tzung Liu ◽  
K. Rajender Reddy
Keyword(s):  
Transition Metal ◽  
Metal Ions ◽  
Transition Metal Ions ◽  
Transfer Reactions ◽  
Carbene Transfer

Correlation of the solid-state reactivities of racemic 2,4(6)-di-O-benzoyl-myo-inositol 1,3,5-orthoformate and its 4,4′-bipyridine cocrystal with their crystal structures

2014 ◽  
Vol 70 (11) ◽  
pp. 1040-1045 ◽  
Author(s):  
Majid I. Tamboli ◽  
Vir Bahadur ◽  
Rajesh G. Gonnade ◽  
Mysore S. Shashidhar
Keyword(s):  
Solid State ◽  
Self Assembly ◽  
Transfer Reaction ◽  
Acyl Transfer ◽  
Transfer Reactions ◽  
Group Transfer ◽  
Hydrogen Bonding Interactions ◽  
Benzoyl Group ◽  
The Stability ◽  
Group Migration

Racemic 2,4(6)-di-O-benzoyl-myo-inositol 1,3,5-orthoformate, C21H18O8,(1), shows a very efficient intermolecular benzoyl-group migration reaction in its crystals. However, the presence of 4,4′-bipyridine molecules in its cocrystal, C21H18O8·C10H8N2,(1)·BP, inhibits the intermolecular benzoyl-group transfer reaction. In(1), molecules are assembled around the crystallographic twofold screw axis (baxis) to form a helical self-assembly through conventional O—H...O hydrogen-bonding interactions. This helical association places the reactive C6-O-benzoyl group (electrophile, El) and the C4-hydroxy group (nucleophile, Nu) in proximity, with a preorganized El...Nu geometry favourable for the acyl transfer reaction. In the cocrystal(1)·BP, the dibenzoate and bipyridine molecules are arranged alternately through O—H...N interactions. The presence of the bipyridine molecules perturbs the regular helical assembly of the dibenzoate molecules and thus restricts the solid-state reactivity. Hence, unlike the parent dibenzoate crystals, the cocrystals do not exhibit benzoyl-transfer reactions. This approach is useful for increasing the stability of small molecules in the crystalline state and could find application in the design of functional solids.

Dual Catalysis: Proton/Metal-Catalyzed Tandem Benzofuran Annulation/Carbene Transfer Reaction

2016 ◽  
Vol 18 (6) ◽  
pp. 1322-1325 ◽  
Author(s):  
Jun Ma ◽  
Kai Chen ◽  
Hongguang Fu ◽  
Li Zhang ◽  
Wanqing Wu ◽  
...  
Keyword(s):  
Transfer Reaction ◽  
Carbene Transfer ◽  
Dual Catalysis ◽  
Metal Catalyzed
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