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View article: Preparation of Se(IV) Aryltrifluoromethylselenide Dichlorides
Preparation of Se(IV) Aryltrifluoromethylselenide Dichlorides Open
Trifluoromethylselenide dichlorides are rare selenium(IV) derivatives that have received limited attention despite their potential in organoselenium chemistry. We report a straightforward and efficient synthesis of dichloro(aryl)(trifluoro…
View article: Difluoro Carbenes: From Genuine Gold Complexes to Unprecedented Metallacyclic Reactivity
Difluoro Carbenes: From Genuine Gold Complexes to Unprecedented Metallacyclic Reactivity Open
Difluorocarbene is a very powerful synthon in organic chemistry, but its reactivity is very challenging to tame. While a few recent studies have pinpointed the potential of transition metals such as Pd and Cu to stabilize and harness diflu…
View article: Difluoro Carbenes: From Genuine Gold Complexes to Unprecedented Metallacyclic Reactivity
Difluoro Carbenes: From Genuine Gold Complexes to Unprecedented Metallacyclic Reactivity Open
Difluorocarbene is a very powerful synthon in organic chemistry, but its reactivity is very challenging to tame. While a few recent studies have pinpointed the potential of transition metals such as Pd and Cu to stabilize and harness diflu…
View article: Straightforward Access to Pentafluorosulfanylated Phenols and Aminophenols via [4 + 2] Diels–Alder Cycloaddition Reaction
Straightforward Access to Pentafluorosulfanylated Phenols and Aminophenols via [4 + 2] Diels–Alder Cycloaddition Reaction Open
Here is described a theoretical and experimental study of regioselective [4 + 2] Diels-Alder cycloaddition reactions between electron-rich dienes and SF5-alkynes. These methods give straightforward and convergent access to SF
View article: Insertion of Nitriles Into a Gold(III)/Carbene Bond: A Direct and Powerful Entry to Imino‐Substituted Carbenes
Insertion of Nitriles Into a Gold(III)/Carbene Bond: A Direct and Powerful Entry to Imino‐Substituted Carbenes Open
Strikingly, very little is known so far about reactive gold(III) carbenes. They have been proposed as key intermediates in a few reactions but remain chemical curiosities. Taking into account the enhanced electrophilicity of cationic Au(II…
View article: Insertion of Nitriles Into a Gold(III)/Carbene Bond: A Direct and Powerful Entry to Imino‐Substituted Carbenes
Insertion of Nitriles Into a Gold(III)/Carbene Bond: A Direct and Powerful Entry to Imino‐Substituted Carbenes Open
Strikingly, very little is known so far about reactive gold(III) carbenes. They have been proposed as key intermediates in a few reactions but remain chemical curiosities. Taking into account the enhanced electrophilicity of cationic Au(II…
View article: Multinuclear Silver(I)–Selenium Clusters Formation in Selenopeptides
Multinuclear Silver(I)–Selenium Clusters Formation in Selenopeptides Open
The reactions of ionic silver (Ag+) with arginine vasopressin (AVP), a nonapeptide hormone cyclized by two cysteine residues, and its diselenium analogue was explored by an integrated LC-MS, UV-vis, and DFT approach. The replace…
View article: Phosphine→Borane‐Functionalized Pyrenes and Anthracenes
Phosphine→Borane‐Functionalized Pyrenes and Anthracenes Open
The functionalization of polycyclic aromatic hydrocarbons (PAHs) with N→B Lewis pairs, so‐called borylative fusion, has recently emerged as a simple and powerful means to modulate their electronic and photophysical properties thanks to the…
View article: Hydrogermylation of alkynes <i>via</i> metal–ligand cooperative catalysis
Hydrogermylation of alkynes <i>via</i> metal–ligand cooperative catalysis Open
Pd/S cooperative activation and catalytic transfer of Et3GeH.
View article: Gold chemistry under ligand control. Computational chemistry and experiments : an ideal partnership to explore new reactivities and bonding situation
Gold chemistry under ligand control. Computational chemistry and experiments : an ideal partnership to explore new reactivities and bonding situation Open
International audience
View article: Ambiphilic Reactivity of SF<sub>5</sub>‐Alkynes Applied to Regioselective and Stereodivergent Halogenation Reactions: An Experimental and Theoretical Case Study
Ambiphilic Reactivity of SF<sub>5</sub>‐Alkynes Applied to Regioselective and Stereodivergent Halogenation Reactions: An Experimental and Theoretical Case Study Open
We explored the ambiphilic reactivity of SF 5 ‐alkynes, and we proved they can act as both nucleophiles and electrophiles. We selected halogenation reactions as benchmark reactions and developed highly selective stereodivergent hydrohaloge…
View article: Ligand-Enabled Oxidative Fluorination of Gold(I) and Light-Induced Aryl–F Coupling at Gold(III)
Ligand-Enabled Oxidative Fluorination of Gold(I) and Light-Induced Aryl–F Coupling at Gold(III) Open
MeDalphos Au(I) complexes featuring aryl, alkynyl, and alkyl groups readily react with electrophilic fluorinating reagents such as N-fluorobenzenesulfonimide and Selectfluor. The ensuing [(MeDalphos)Au(R)F]+ complexes hav…
View article: Catechol/ <i>o</i> -benzoquinone exchange at gold( <scp>iii</scp> )
Catechol/ <i>o</i> -benzoquinone exchange at gold( <span>iii</span> ) Open
P^C-cyclometalated and P^P-chelated gold( iii ) catecholate complexes readily undergo catechol exchange upon reaction with o -benzoquinones. The reaction is driven by electronic effects and proceeds via a bis-semiquinone Au( iii ) intermed…
View article: Reactivity of metal hydrides with CO <sub>2</sub> : going beyond formate with a high-valent cationic pentahydride Mo( <scp>vi</scp> ) complex
Reactivity of metal hydrides with CO <sub>2</sub> : going beyond formate with a high-valent cationic pentahydride Mo( <span>vi</span> ) complex Open
The cationic molybdenum pentahydride complex [MoH 5 (depe) 2 ] + (depe = 1,2-bis(diethylphosphino)ethane) is shown to undergo two consecutive reactions with carbon dioxide.
View article: Electrophilic Fluorination of Silyl Dienol Ethers: a General and Selective Access to γ‐Fluoro Enals
Electrophilic Fluorination of Silyl Dienol Ethers: a General and Selective Access to γ‐Fluoro Enals Open
We describe the direct synthesis of γ‐fluoro enals from the corresponding silyl dienol ethers. This simple process operates under mild conditions and is compatible with a wide range of functionalities. The high γ regioselectivity of this p…
View article: CCDC 2278580: Experimental Crystal Structure Determination
CCDC 2278580: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2278579: Experimental Crystal Structure Determination
CCDC 2278579: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Synthesis of Allenes by Hydroalkylation of 1,3-Enynes with Ketones Enabled by Cooperative Catalysis
Synthesis of Allenes by Hydroalkylation of 1,3-Enynes with Ketones Enabled by Cooperative Catalysis Open
A method for the synthesis of allenes by the addition of ketones to 1,3-enynes by cooperative Pd(0)Senphos/B(C6F5)3/NR3 catalysis is described. A wide range of aryl- and aliphatic ketones undergo…
View article: CCDC 2256185: Experimental Crystal Structure Determination
CCDC 2256185: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: σ‐Cyclopropyl to π‐Allyl Rearrangement at Au<sup>III</sup>
σ‐Cyclopropyl to π‐Allyl Rearrangement at Au<sup>III</sup> Open
The possibility for Au III σ‐cyclopropyl complexes to undergo ring‐opening and give π‐allyl complexes was interrogated. The transformation was first evidenced within (P,C)‐cyclometalated complexes, it occurs within hours at −50 °C. It was …
View article: CCDC 2111686: Experimental Crystal Structure Determination
CCDC 2111686: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2212158: Experimental Crystal Structure Determination
CCDC 2212158: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2212160: Experimental Crystal Structure Determination
CCDC 2212160: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2212157: Experimental Crystal Structure Determination
CCDC 2212157: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Lewis Acid-Assisted C(sp<sup>3</sup>)–C(sp<sup>3</sup>) Reductive Elimination at Gold
Lewis Acid-Assisted C(sp<sup>3</sup>)–C(sp<sup>3</sup>) Reductive Elimination at Gold Open
The phosphine-borane iPr2P(o-C6H4)BFxyl2 (Fxyl = 3,5-(F3C)2C6H3) 1-Fxyl was found to promote the reductive elimination of ethane f…
View article: Base‐Triggered Oxidative Addition to Gold
Base‐Triggered Oxidative Addition to Gold Open
The coordination of secondary phosphine oxides (SPO) was shown to efficiently promote the activation of C(sp 2 )−I bonds by gold, as long as a base is added (NEt 3 , K 2 CO 3 ). These transformations stand as a new type of chelation‐assist…
View article: Regio‐ and Stereoselective Hydroelementation of SF<sub>5</sub>‐Alkynes and Further Functionalizations.
Regio‐ and Stereoselective Hydroelementation of SF<sub>5</sub>‐Alkynes and Further Functionalizations. Open
Herein is described a fully regio‐ and stereoselective hydroelementation reaction of SF 5 ‐alkynes with N, O and S‐nucleophiles and further functionalization of the corresponding Z ‐(hetero)vinyl‐SF 5 intermediates, a suitable platform to …
View article: Regio‐ and Stereoselective Hydroelementation of SF<sub>5</sub>‐Alkynes and Further Functionalizations.
Regio‐ and Stereoselective Hydroelementation of SF<sub>5</sub>‐Alkynes and Further Functionalizations. Open
Herein is described a fully regio‐ and stereoselective hydroelementation reaction of SF 5 ‐alkynes with N, O and S‐nucleophiles and further functionalization of the corresponding Z ‐(hetero)vinyl‐SF 5 intermediates, a suitable platform to …
View article: Mechanism of Pd/Senphos-Catalyzed <i>trans</i> -Hydroboration of 1,3-Enynes: Experimental and Computational Evidence in Support of the Unusual Outer-Sphere Oxidative Addition Pathway
Mechanism of Pd/Senphos-Catalyzed <i>trans</i> -Hydroboration of 1,3-Enynes: Experimental and Computational Evidence in Support of the Unusual Outer-Sphere Oxidative Addition Pathway Open
The reaction mechanism of the Pd/Senphos-catalyzed trans-hydroboration reaction of 1,3-enynes was investigated using various experimental techniques, including deuterium and double crossover labeling experiments, X-ray crystallograp…
View article: A <i>syn</i> outer-sphere oxidative addition: the reaction mechanism in Pd/Senphos-catalyzed carboboration of 1,3-enynes
A <i>syn</i> outer-sphere oxidative addition: the reaction mechanism in Pd/Senphos-catalyzed carboboration of 1,3-enynes Open
A combined experimental and computational study of Pd/Senphos-catalyzed carboboration of 1,3-enynes reveals a syn outer-sphere oxidative addition mechanism featuring a Pd-π-allyl intermediate followed by coordination-assisted rearrangement…