Pier Giorgio Cozzi
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View article: Photoredox/Nickel-Catalyzed Diastereoselective Allylation of Aldehydes with Morita–Baylis–Hillman Adducts
Photoredox/Nickel-Catalyzed Diastereoselective Allylation of Aldehydes with Morita–Baylis–Hillman Adducts Open
A practical diastereoselective photoredox nickel-mediated allylation of aliphatic and aromatic aldehydes with Morita-Baylis-Hillman (MBH) acetates is reported here. The reaction proceeds under visible-light irradiation using MBH derivative…
View article: Unlocking the ConPeT Mechanism: Correspondence on “Catalytic Asymmetric Redox‐Neutral [3 + 2] Photocycloadditions of Cyclopropyl Ketones with Vinylazaarenes Enabled by Consecutive Photoinduced Electron Transfer”
Unlocking the ConPeT Mechanism: Correspondence on “Catalytic Asymmetric Redox‐Neutral [3 + 2] Photocycloadditions of Cyclopropyl Ketones with Vinylazaarenes Enabled by Consecutive Photoinduced Electron Transfer” Open
Recently, in a communication to this journal, Qiao, Jang, and coworkers described an asymmetric photoredox reaction promoted by TADF cyanoarene photocatalysts (specifically 4DPAPN (3,4,5,6‐tetrakis(diphenylamino)phthalonitrile)). The autho…
View article: Unlocking the ConPeT Mechanism: Correspondence on “Catalytic Asymmetric Redox‐Neutral [3 + 2] Photocycloadditions of Cyclopropyl Ketones with Vinylazaarenes Enabled by Consecutive Photoinduced Electron Transfer”
Unlocking the ConPeT Mechanism: Correspondence on “Catalytic Asymmetric Redox‐Neutral [3 + 2] Photocycloadditions of Cyclopropyl Ketones with Vinylazaarenes Enabled by Consecutive Photoinduced Electron Transfer” Open
Recently, in a communication to this journal, Qiao, Jang, and coworkers described an asymmetric photoredox reaction promoted by TADF cyanoarene photocatalysts (specifically 4DPAPN (3,4,5,6‐tetrakis(diphenylamino)phthalonitrile)). The autho…
View article: Protecting group-free photocatalyzed O-arylation of quinic acid
Protecting group-free photocatalyzed O-arylation of quinic acid Open
This study presents a novel and environmentally friendly approach to the preparation of quinic acid-derived esters from photocatalyzed O-arylation with haloarenes. This study expands the quinic acid-derived chemical space from renewable bi…
View article: Reactivity of organic photocatalysts displaying thermally activated delayed fluorescence (TADF): rationalizing unexpected differences between rates of quenching of the lowest singlet and triplet states
Reactivity of organic photocatalysts displaying thermally activated delayed fluorescence (TADF): rationalizing unexpected differences between rates of quenching of the lowest singlet and triplet states Open
Kinetic simulations on TADF chromophores demonstrate that Stern–Volmer plots of prompt and delayed lifetimes yield the quenching constants for S 1 and T 1 , respectively.
View article: Acridone Derivatives for Near-UV Radical Polymerization: One-Component Type II vs. Multicomponent Behaviors
Acridone Derivatives for Near-UV Radical Polymerization: One-Component Type II vs. Multicomponent Behaviors Open
In this work, two novel acridone-based photoinitiators were designed and synthesized for the free radical polymerization of acrylates with a light-emitting diode emitting at 405 nm. These acridone derivatives were employed as mono-componen…
View article: Photoredox-catalyzed intramolecular nucleophilic amidation of alkenes with β-lactams
Photoredox-catalyzed intramolecular nucleophilic amidation of alkenes with β-lactams Open
The direct nucleophilic addition of amides to unfunctionalized alkenes via photoredox catalysis represents a facile approach towards functionalized alkylamides. Unfortunately, the scarce nucleophilicity of amides and competitive side react…
View article: Stable Meisenheimer Complexes as Powerful Photoreductants Readily Obtained from Aza‐Hetero Aromatic Compounds
Stable Meisenheimer Complexes as Powerful Photoreductants Readily Obtained from Aza‐Hetero Aromatic Compounds Open
Excited states of radical anions derived from the photoreduction of stable organic molecules are suggested to serve as potent reductants. However, excited states of these species are too short‐lived to allow bimolecular quenching processes…
View article: Stable Meisenheimer Complexes as Powerful Photoreductants Readily Obtained from Aza‐Hetero Aromatic Compounds
Stable Meisenheimer Complexes as Powerful Photoreductants Readily Obtained from Aza‐Hetero Aromatic Compounds Open
Excited states of radical anions derived from the photoreduction of stable organic molecules are suggested to serve as potent reductants. However, excited states of these species are too short‐lived to allow bimolecular quenching processes…
View article: Dielectrophilic Approach to Sequential Heterofunctionalization of Ethylene from Vinylthianthrenium Salt
Dielectrophilic Approach to Sequential Heterofunctionalization of Ethylene from Vinylthianthrenium Salt Open
Vinyl thianthrenium salt is a compound with interesting electrophilic properties capable of reacting with two distinct nucleophiles. By using β‐keto esters as one of the reaction partners, it is possible to insert a chain of two carbon ato…
View article: Front Cover: Reactivities of Photoredox Generated Nickel‐Nucleophilic Reactive Organometallic Species (Asian J. Org. Chem. 4/2024)
Front Cover: Reactivities of Photoredox Generated Nickel‐Nucleophilic Reactive Organometallic Species (Asian J. Org. Chem. 4/2024) Open
Photoredox reactions involving allyl and vinyl nucleophiles in the presence of nickel enable precise control over diastereoselectivity and enantioselectivity, without the need for noble metals or costly and highly reactive stoichiometric r…
View article: Solvent and alkyl substitution effects on charge-transfer mediated triplet state generation in BODIPY dyads: a combined computational and experimental study
Solvent and alkyl substitution effects on charge-transfer mediated triplet state generation in BODIPY dyads: a combined computational and experimental study Open
View article: Tunable electrochemiluminescence of TADF luminophores: manipulating efficiency and unveiling water-soluble emitters
Tunable electrochemiluminescence of TADF luminophores: manipulating efficiency and unveiling water-soluble emitters Open
The ECL efficiency of several TADF dyes was evaluated by tuning the electron-donating and -accepting strengths of peripheral substituents. Introducing TEG chains provides water-solubility and expresses TADF potential as ECL labels for bioa…
View article: Organic super-reducing photocatalysts generate solvated electrons <i>via</i> two consecutive photon induced processes
Organic super-reducing photocatalysts generate solvated electrons <i>via</i> two consecutive photon induced processes Open
The strong photoreducing abilities of the investigated TADF chromophores is the result of the photogeneration of solvated electrons in a consecutive two-photon induced mechanism (ConPies).
View article: Reactivities of Photoredox Generated Nickel‐Nucleophilic Reactive Organometallic Species
Reactivities of Photoredox Generated Nickel‐Nucleophilic Reactive Organometallic Species Open
Dual photoredox catalysis has revolutionized the field of cross‐coupling reactions, enabling the discovery of numerous highly efficient reactions. This breakthrough is attributed to the exceptional combination of nickel catalysis with phot…
View article: Dual Photoredox Catalysis with Vanadium Complexes in Low Oxidation State: Diastereoselective Pinacol Coupling
Dual Photoredox Catalysis with Vanadium Complexes in Low Oxidation State: Diastereoselective Pinacol Coupling Open
Dual photoredox catalysis is modifying the approach to sustainable metal catalysis based on metals in low oxidation state, as the use of stoichiometric metal as reductants are avoided. In this study, we showcase the potential use of vanadi…
View article: Linked PDF of Table of Contents
Linked PDF of Table of Contents Open
Palladium/Charcoal-Catalysed Olefin Reduction for the Simple and Efficient Synthesis of Substituted gem-DiborylalkanesPd/C H 2 √ Broad scope, 24 examples, good to excellent yields √ Synthesis of various alkyl, aryl, heteroaryl geminal B(pi…
View article: Front Cover: A Dual Photoredox‐ and Cp<sub>2</sub>TiCl<sub>2</sub>‐Catalyzed Approach for the Direct Access to α‐Vinyl‐β‐hydroxy Esters (Eur. J. Org. Chem. 38/2023)
Front Cover: A Dual Photoredox‐ and Cp<sub>2</sub>TiCl<sub>2</sub>‐Catalyzed Approach for the Direct Access to α‐Vinyl‐β‐hydroxy Esters (Eur. J. Org. Chem. 38/2023) Open
The Front Cover celebrates the combination of photoredox catalysis with titanium catalysis and all the exciting and stimulating transformations that can be achieved without the use of metal reductants. In the present report, the combinatio…
View article: A Dual Photoredox‐ and Cp<sub>2</sub>TiCl<sub>2</sub>‐Catalyzed Approach for the Direct Access to α‐Vinyl‐β‐hydroxy Esters
A Dual Photoredox‐ and Cp<sub>2</sub>TiCl<sub>2</sub>‐Catalyzed Approach for the Direct Access to α‐Vinyl‐β‐hydroxy Esters Open
For the first time, a dual photoredox‐ and titanocene‐catalyzed methodology for the regioselective access to α‐vinyl‐β‐hydroxy esters towards aldehyde allylation with 4‐bromobut‐2‐enoate is reported. The protocol is based on the Barbier‐ty…
View article: Developing Organometallic Nucleophilic Reagents Via Photoredox Catalysis
Developing Organometallic Nucleophilic Reagents Via Photoredox Catalysis Open
The addition of organometallic reagents to the carbonyl group represents a key transformation, both in academia and industry. Most of these transformations rely on a mechanism in which accessible and reactive halides are transformed into t…
View article: Circularly Polarized Luminescence from New Heteroleptic Eu(III) and Tb(III) Complexes
Circularly Polarized Luminescence from New Heteroleptic Eu(III) and Tb(III) Complexes Open
The complexes [Eu(bpcd)(tta)], [Eu(bpcd)(Coum)], and [Tb(bpcd)(Coum)] [tta = 2-thenoyltrifluoroacetyl-acetonate, Coum = 3-acetyl-4-hydroxy-coumarin, and bpcd = N,N'-bis(2-pyridylmethyl)-trans-1,2-diaminocyclohexane-…
View article: Bringing Machine‐Learning Enhanced Quantum Chemistry and Microwave Spectroscopy to Conformational Landscape Exploration: the Paradigmatic Case of 4‐Fluoro‐Threonine
Bringing Machine‐Learning Enhanced Quantum Chemistry and Microwave Spectroscopy to Conformational Landscape Exploration: the Paradigmatic Case of 4‐Fluoro‐Threonine Open
A combined experimental and theoretical study has been carried out on 4‐fluoro‐threonine, the only naturally occurring fluorinated amino acid. Fluorination of the methyl group significantly increases the conformational complexity with resp…
View article: Visible-light driven photocatalytic CO<sub>2</sub>reduction promoted by organic photosensitizers and a Mn(<scp>i</scp>) catalyst
Visible-light driven photocatalytic CO<sub>2</sub>reduction promoted by organic photosensitizers and a Mn(<span>i</span>) catalyst Open
Organic chromophores displaying TADF emission were coupled to a Mn( i )-complex as the catalyst and investigated as photosensitizers for CO 2 reduction. Upon 470 nm LED excitation, TON CO+HCOOH > 650 and a Φ CO+HCOOH = 22.8% were obtained.
View article: <i>Meso</i>‐2‐MethoxyNaphthalenyl‐BODIPY as Efficient Organic Dye for Metallaphotoredox Catalysis
<i>Meso</i>‐2‐MethoxyNaphthalenyl‐BODIPY as Efficient Organic Dye for Metallaphotoredox Catalysis Open
A new meso ‐naphthalenyl BODIPY was designed for the efficient generation of long‐lived triplet excited state under irradiation with green light. The new, heavy atom‐free organic chromophore was employed in a benchmark example of dual pall…
View article: Light-Induced Access to Carbazole-1,3-dicarbonitrile: A Thermally Activated Delayed Fluorescent (TADF) Photocatalyst for Cobalt-Mediated Allylations
Light-Induced Access to Carbazole-1,3-dicarbonitrile: A Thermally Activated Delayed Fluorescent (TADF) Photocatalyst for Cobalt-Mediated Allylations Open
The stability of a photocatalyst under irradiation is important in photoredox applications. In this work, we investigated the stability of a thermally activated delayed fluorescence (TADF) photocatalyst {3DPAFIPN [2,4,6-tris(diphenylamino)…
View article: Dual Photoredox and Nickel Catalysed Reductive Coupling of Alkynes and Aldehydes
Dual Photoredox and Nickel Catalysed Reductive Coupling of Alkynes and Aldehydes Open
A regioselective vinylation of aromatic and aliphatic aldehydes promoted by the merging of photoredox and nickel catalysis is here reported. A comprehensive investigation on the reaction conditions allowed the disclosure of a valid and rep…
View article: A Photoredox Nozaki‐Hiyama Reaction Catalytic in Chromium
A Photoredox Nozaki‐Hiyama Reaction Catalytic in Chromium Open
Organochromium(III) species are multipurpose nucleophiles used in the synthesis of complex organic molecules due to their high functional group tolerance and extraordinary chemoselectivity for aldehydes. The preparation of organochromium(I…
View article: Effect of the iodine atom position on the phosphorescence of BODIPY derivatives: a combined computational and experimental study
Effect of the iodine atom position on the phosphorescence of BODIPY derivatives: a combined computational and experimental study Open
View article: Acceleration of oxidation promoted by laccase irradiation with red light
Acceleration of oxidation promoted by laccase irradiation with red light Open
Irradiation with red light is able to improve yields and shorten the reaction time in enzymatic reactions.
View article: Diastereoselective and enantioselective photoredox pinacol coupling promoted by titanium complexes with a red-absorbing organic dye
Diastereoselective and enantioselective photoredox pinacol coupling promoted by titanium complexes with a red-absorbing organic dye Open
A metallaphotoredox, diastereoselective and enantioselective pinacol coupling reaction promoted by titanium complexes with the use of a red-absorbing organic dye was developed.