Blue Light Enhanced Heck Arylation at Room Temperature Applied to Allenes

2022 ◽  
Author(s):  
Polyssena Renzi ◽  
Emanuele Azzi ◽  
Enrico Bessone ◽  
Giovanni Ghigo ◽  
Stefano Parisotto ◽  
...  
Keyword(s):  
Visible Light ◽  
Blue Light ◽  
Catalytic System ◽  
Heck Reaction ◽  
Room Temperature ◽  
Aryl Halides ◽  
Heck Arylation

An unprecedented visible light enhanced room temperature Heck reaction between aryl halides and allenyl tosyl amines is here reported. The simple catalytic system (Pd(OAc)2/PPh3) is exploited to afford arylated vinyl...

Palladium chloride catalyzed photochemical Heck reaction

2013 ◽  
Vol 91 (5) ◽  
pp. 348-351 ◽  
Author(s):  
Suresh B. Waghmode ◽  
Sudhir S. Arbuj ◽  
Bina N. Wani ◽  
C.S. Gopinath
Keyword(s):  
Visible Light ◽  
Heck Reaction ◽  
Palladium Nanoparticles ◽  
Bond Formation ◽  
Aryl Halides ◽  
Palladium Chloride ◽  
Carbon Bond ◽  
Excellent Yield ◽  
Carbon Carbon Bond ◽  
Uv Visible

PdCl2 catalyzed carbon–carbon bond formation (Heck reaction) between substituted aryl halides and olefins was carried out without a ligand, under irradiation with UV–visible light. The results demonstrated that UV–visible light accelerated the rate of the reaction, leading to an excellent yield of corresponding products. The recovered palladium nanoparticles could be thermally recycled several times. PdCl2 gave excellent conversion up to the fifth addition of substrate.

Blue Light Driven Free-Radical Polymerization using Arylazo Sulfones as Initiators

2021 ◽  
Author(s):  
Andrea Nitti ◽  
Angelo Martinelli ◽  
Fabrice Batteux ◽  
Stefano Protti ◽  
Maurizio Fagnoni ◽  
...  
Keyword(s):  
Free Radical ◽  
Visible Light ◽  
Radical Polymerization ◽  
Blue Light ◽  
Room Temperature ◽  
Free Radical Polymerization

The polymerization of a broad range of electron-poor olefins has been achieved under free-radical conditions by using arylazo sulfones as visible light photoinitiators. The process proceeds smoothly at room temperature...

Visible light-driven photocatalytic Heck reaction over carbon nanocoil supported Pd nanoparticles

2016 ◽  
Vol 6 (21) ◽  
pp. 7738-7743 ◽  
Author(s):  
Xiao-Wei Guo ◽  
Cai-Hong Hao ◽  
Cheng-Yu Wang ◽  
Sarina Sarina ◽  
Xiao-Ning Guo ◽  
...  
Keyword(s):  
Visible Light ◽  
Heck Reaction ◽  
Coupling Reaction ◽  
Pd Nanoparticles ◽  
Aryl Halides ◽  
Pd Nanoparticle ◽  
Visible Light Driven ◽  
Nanoparticle System ◽  
Supported Pd

This paper presents a carbon nanocoil supported Pd nanoparticle system (Pd/CNCs) as a photocatalyst for coupling reaction of aryl halides and alkenes (Heck reaction) at 40 °C.

scholarly journals Photochemically-Mediated Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamides

2020 ◽  
Author(s):  
Robert Simons ◽  
Georgia Scott ◽  
Anastasia Gant Kanegusuku ◽  
Jennifer Roizen
Keyword(s):  
Visible Light ◽  
Catalytic System ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Iridium Complex ◽  
Aryl Chlorides ◽  
Coupling Methods ◽  
Aryl Bromides ◽  
Boronic Esters ◽  
General Method

A general method for the <i>N</i>-arylation of sulfamides with aryl bromides is described. The protocol leverates a dual-catalytic system of nickel and a photoexcitable iridium complex and proceeds at room temperature under visible light irradiation. Using these tactics, aryl boronic esters and aryl chlorides can be carried through the reaction untouched. Thereby, this method complements known Buchwald-Hartwig coupling methods for N-arylation of sulfamides.

scholarly journals Cobalt Catalysis Enables Regioselective Ring-opening of Epoxides with Aryl Halides

2021 ◽  
Author(s):  
Aleksandra Potrząsaj ◽  
Mateusz Musiejuk ◽  
Wojciech Chaładaj ◽  
Maciej Giedyk ◽  
Dorota Gryko
Keyword(s):  
Vitamin B12 ◽  
Organic Synthesis ◽  
Blue Light ◽  
Catalytic System ◽  
Ring Opening ◽  
Aryl Halides ◽  
Light Irradiation ◽  
Selective Synthesis ◽  
Ring Opening Of Epoxides

Ring-opening of epoxides furnishing either linear or branched products belongs to the group of classic transformations in organic synthesis. However, the regioselective cross-electrophile coupling of aryl epoxides with aryl halides still represents a key challenge. Herein, we report vitamin B12/Ni dual-catalytic system that allows for the selective synthesis of linear products under blue-light irradiation.

Aliphatic Radical Relay Heck Reaction at Unactivated C(sp3)–H Sites of Alcohols

2018 ◽  
Author(s):  
Padon Chuentragool ◽  
Dongari Yadagiri ◽  
Taiki Morita ◽  
Sumon Sarkar ◽  
Marvin Parasram ◽  
...  
Keyword(s):  
Visible Light ◽  
Heck Reaction ◽  
Room Temperature ◽  
Halogen Atom ◽  
Organic Molecules ◽  
Alkyl Halides ◽  
Aliphatic Alcohols ◽  
Aliphatic Radical ◽  
Reaction Proceeds

<div>The Mizoroki−Heck reaction is one of the most efficient methods for alkenylation of</div><div>aryl, vinyl, and alkyl halides. Due to its innate nature, this protocol requires the employment of compounds possessing a halogen atom at the site of functionalization. However, the accessibility of organic molecules possessing a halogen atom at a particular site in aliphatic systems is extremely limited. Thus, a protocol that would allow a Heck reaction to occur at a specific non-functionalized C(sp3)−H site would be highly desirable.</div><div>Here, we report a radical relay Heck reaction which allows for a selective remote</div>alkenylation of aliphatic alcohols at unactivated β-, γ- and δ-C(sp3 20 )–H sites. The use of easily installable/removable Si-based auxiliary enables selective I-atom/radical translocation events at remote C−H sites followed by the Heck reaction. Notably, the reaction proceeds smoothly under mild visible light-mediated conditions at room temperature, producing highly modifiable and valuable alkenol products from readily available alcohols feedstocks. <br>

Visible-Light-Induced Palladium-Catalyzed Intermolecular Narasaka–Heck Reaction at Room Temperature

2020 ◽  
Vol 22 (10) ◽  
pp. 3964-3968 ◽  
Author(s):  
Liyan Feng ◽  
Lin Guo ◽  
Chao Yang ◽  
Jia Zhou ◽  
Wujiong Xia
Keyword(s):  
Visible Light ◽  
Heck Reaction ◽  
Room Temperature ◽  
Palladium Catalyzed

scholarly journals Photochemically-Mediated Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamides

2019 ◽  
Author(s):  
Robert Simons ◽  
Georgia Scott ◽  
Anastasia Gant Kanegusuku ◽  
Jennifer Roizen
Keyword(s):  
Visible Light ◽  
Catalytic System ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Iridium Complex ◽  
Aryl Chlorides ◽  
Coupling Methods ◽  
Aryl Bromides ◽  
Boronic Esters ◽  
General Method

A general method for the <i>N</i>-arylation of sulfamides with aryl bromides is described. The protocol leverates a dual-catalytic system of nickel and a photoexcitable iridium complex and proceeds at room temperature under visible light irradiation. Using these tactics, aryl boronic esters and aryl chlorides can be carried through the reaction untouched. Thereby, this method complements known Buchwald-Hartwig coupling methods for N-arylation of sulfamides.

scholarly journals Visible Light-Induced Room-Temperature Heck Reaction of Functionalized Alkyl Halides with Vinyl Arenes/Heteroarenes

2017 ◽  
Vol 129 (45) ◽  
pp. 14400-14404 ◽  
Author(s):  
Daria Kurandina ◽  
Marvin Parasram ◽  
Vladimir Gevorgyan
Keyword(s):  
Visible Light ◽  
Heck Reaction ◽  
Room Temperature ◽  
Alkyl Halides
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