N-Heterocyclic Carbenes in Late Transition Metal Catalysis

The fascinating story of olefin (or alkene) metathesis (eq
1) began almost five decades ago, when Anderson and
Merckling reported the first carbon-carbon double-bond
rearrangement reaction in the titanium-catalyzed polymerization of norbornene. Nine years later, Banks and Bailey reported “a new disproportionation reaction . . . in which olefins are converted to homologues of shorter and longer carbon chains...”. In 1967, Calderon and co-workers named this metal-catalyzed redistribution of carbon-carbon double bonds olefin metathesis, from the Greek word “μeτάθeση”, which means change of position. These contributions have since served as the foundation for an amazing research field, and olefin metathesis currently represents a powerful transformation in chemical synthesis, attracting a vast amount of interest both in industry and academia.

https://core.ac.uk/download/pdf/4884240.pdf

Ruthenium-based heterocyclic carbene-coordinated olefin metathesis catalysts.

8.4.5. Nitromercuration Reactions 3878 9. Hydroamination of Alkenes and Alkynes under Microwave Irradiation 3878 * To whom correspondence should be addressed. Phone: +49 241 8

Hydroamination: direct addition of amines to alkenes and alkynes.

2.7. Hydroxylation Reactions of Allenes 3282 2.8. Hydroamination Reactions of Allenes 3284 2.9. Hydrothiolation of Allenes 3284 2.10. Hydroalxoxylation of Alkenes and 1,3-Dienes 3286 2.11. Hydroamination of Alkenes and 1,3-Dienes 3287 2.12. Hydrothiolation of Conjugated Olefins 3289 3. Activation of Carbonyl/Imine Groups and Alcohols 3289 3.1. Condensation Reactions 3289 3.2. Addition Reactions 3291 3.3. Aldol Reactions 3294 3.4. Hydroand Carbosilylation Reactions 3295 3.5. Nucleophilic Substitution Reactions of Alcohols 3297 4. Gold-Catalyzed C-H Bond Functionalization 3297 4.1. Csp3-H Bond Functionalization 3298 4.2. Csp2-H Bond Functionalization 3299 4.3. Csp-H Bond Functionalization 3304 5. Gold-Catalyzed Selective Reductions 3305 5.1. Catalytic Hydrogenation of Alkenes 3306 5.2. Selective Reductions of R, -Unsaturated Carbonyl Groups and 1,3-Dienes 3306

Alternative synthetic methods through new developments in catalysis by gold.

http://aether.cmi.ua.ac.be/artikels/Artikels%20Gitte/Artikels/Reviews/Trans.%20Metal.%20catal.%20reactions%20Chem.%20rev.%20042127.pdf

Transition-Metal-Catalyzed Reactions in Heterocyclic Synthesis

Anti-tumor activity of novel biisoquinoline derivatives against breast cancers.

Metal-free photoredox-catalyzed carbocarboxylation of various styrenes with carbon dioxide (CO2) and amines to obtain γ-aminobutyric ester derivatives has been developed (up to 91% yield, 36 examples). The radical anion of (2,3,4,6)-3-benzyl-2,4,5,6-tetra(9H-carbazol-9-yl)benzonitrile (4CzBnBN) possessing a high reduction potential (-1.72 V vs. saturated calomel electrode (SCE)) easily reduces both electron-donating and electron-withdrawing group-substituted styrenes.

Photocatalytic carbocarboxylation of styrenes with CO2 for the synthesis of γ-aminobutyric esters.

Disclosed herein is a method for preparing an electromagnetic wave shielding material. The preparation method includes: preparing a fiber matrix; sorbing a metal salt precursor to the fiber matrix by dip coating; and bringing the fiber matrix to which the metal salt precursor is sorbed with a basic solution to oxidize the metal salt precursor such that a magnetic substance can be coated onto the fiber matrix. The method can reduce preparation costs by simplifying the preparation process through dip coating without using a high temperature process. Further, the method can also be applied to a fiber matrix which can be affected by temperature, thereby enlarging the preparation and application range of the electromagnetic wave shielding material.

Method for preparing an electromagnetic wave shielding material

Novel chiral dinuclear Co(II)-salen catalysts self-assembled through the pyridone/aminopyridine hydrogen-bonding pair have been developed. The self-assembled dinuclear Co(II)-Salen catalyst results in significant rate acceleration (48 times faster rate) as well as excellent enantioselectivity (96% ee vs 55% ee) in a nitro-aldol reaction, compared to the corresponding monomeric catalyst. A bimetallic mechanism is suggested by the kinetic experiment showing that the rate law is second order in [catalyst]. The self-assembly through hydrogen bonding was confirmed by X-ray structure and by the 1H experiments revealing that the dimerization constant of the novel hydrogen-bonding capable salen ligand in 25% v/v CD3NO2/CDCl3 is 53 ± 21 M−1. This result proves the validity of self-assembly based approaches toward the efficient construction of chiral bimetallic catalyst system.

Sukwon Hong

Papers

Anti-tumor activity of novel biisoquinoline derivatives against breast cancers.

Photocatalytic carbocarboxylation of styrenes with CO2 for the synthesis of γ-aminobutyric esters.

Method for preparing an electromagnetic wave shielding material

Self-Assembled Dinuclear Cobalt(II)-Salen Catalyst Through Hydrogen-Bonding and Its Application to Enantioselective Nitro-Aldol (Henry) Reaction.

Urea/Transition‐Metal Cooperative Catalyst for anti‐Selective Asymmetric Nitroaldol Reactions.