Patrick W. Antoni
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View article: Triplet Metallovinylidenes of Palladium and Platinum Based on a Chelating P/Diazoalkene Ligand
Triplet Metallovinylidenes of Palladium and Platinum Based on a Chelating P/Diazoalkene Ligand Open
Triplet carbenes featuring a metal adjacent to the carbene center (metallocarbenes; R─C─M) are an emerging class of diradicals within the field of reactive intermediates. Here, we report the synthesis of the first spectroscopically charact…
View article: Ph <sub>2</sub> SCCO: A New Versatile CCO‐Fragment Transfer Reagent
Ph <sub>2</sub> SCCO: A New Versatile CCO‐Fragment Transfer Reagent Open
ketenylidene (C 2 O) is an electronically intriguing small molecule with significant potential as a C 2 synthon in organic synthesis. However, its high reactivity has thus far precluded practical applications. Herein, we report the synthes…
View article: Stabilization of Monomeric Pyranyl Radicals
Stabilization of Monomeric Pyranyl Radicals Open
The formation of dimers from radicals such as the trityl radical (Gomberg radical) has triggered a large interest into σ- and π-dimers and a detailed analysis of dispersion effects in organic chemistry. The dimerization of pyranyl radicals…
View article: Triplet Vinylidenes Based on (Benz)imidazole and 1,2,3-Triazole N-Heterocycles
Triplet Vinylidenes Based on (Benz)imidazole and 1,2,3-Triazole N-Heterocycles Open
Triplet vinylidenes, a new class of carbon-centered diradicals containing a monosubstituted carbon atom, remain largely unexplored. A series of triplet vinylidenes based on five-membered heterocycles, featuring 2- and 4-imidazole, benzimid…
View article: Imidazo[1,5‐ <i>a</i> ]pyridines – A Versatile Platform for Structurally Distinct <i>N</i> ‐Heterocyclic Olefins and π‐Extended Heterocycles
Imidazo[1,5‐ <i>a</i> ]pyridines – A Versatile Platform for Structurally Distinct <i>N</i> ‐Heterocyclic Olefins and π‐Extended Heterocycles Open
The synthesis of polarized N ‐heterocyclic olefins (NHOs) based on an imidazo[1,5‐ a ]pyridine scaffold is presented. In contrast to regular NHOs the unique bicyclic heterocyclic core allows the incorporation of various substituents in clo…
View article: Spiro-C(sp <sup>3</sup> )-atom transfer: Creating rigid three-dimensional structures with Ph <sub>2</sub> SCN <sub>2</sub>
Spiro-C(sp <sup>3</sup> )-atom transfer: Creating rigid three-dimensional structures with Ph <sub>2</sub> SCN <sub>2</sub> Open
The introduction of a single C-atom into organic substrates typically results in the formation of flat molecules containing unsaturated C(sp)-centers. Adding a single C(sp 3 )-atom surrounded by four σ-C–C bonds, which opens up the three-d…
View article: Cleavage of Carbodicarbenes with N<sub>2</sub>O for Accessing Stable Diazoalkenes: Two‐Fold Ligand Exchange at a C(0)‐Atom
Cleavage of Carbodicarbenes with N<sub>2</sub>O for Accessing Stable Diazoalkenes: Two‐Fold Ligand Exchange at a C(0)‐Atom Open
The cleavage of carbophosphinocarbenes and carbodicarbenes with nitrous oxide (N 2 O) leads to the formation of room‐temperature stable diazoalkenes. The utility of Ph 3 P/N 2 and NHC/N 2 ligand exchange reactions were demonstrated by acce…
View article: 2‐Methylene‐1,2‐dihydropyridines (2‐pyNHOs): Highly Nucleophilic Enamines
2‐Methylene‐1,2‐dihydropyridines (2‐pyNHOs): Highly Nucleophilic Enamines Open
The high reactivity of 2‐methylene‐1,2‐dihydropyridines also known as 2‐methylpyridinium derived N ‐heterocyclic olefins (2‐pyNHOs) has been recognized in organic synthesis, yet a quantification of their nucleophilicity is lacking. Herein …
View article: Pyridinium‐Derived Mesoionic <i>N</i>‐Heterocyclic Olefins (py‐mNHOs)
Pyridinium‐Derived Mesoionic <i>N</i>‐Heterocyclic Olefins (py‐mNHOs) Open
Mesoionic polarization allows access to electron‐rich olefins that have found application as organocatalysts, ligands, or nucleophiles. Herein, we report the synthesis and characterization of a series of 3‐methylpyridinium‐derived mesoioni…
View article: Dicationic Acridinium/Carbene Hybrids as Strongly Oxidizing Photocatalysts
Dicationic Acridinium/Carbene Hybrids as Strongly Oxidizing Photocatalysts Open
A new design concept for organic, strongly oxidizing photocatalysts is described based upon dicationic acridinium/carbene hybrids. A highly modular synthesis of such hybrids is presented and the dications are utilized as novel, tailor-made…
View article: CCDC 2271960: Experimental Crystal Structure Determination
CCDC 2271960: 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 2271958: Experimental Crystal Structure Determination
CCDC 2271958: 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 2271959: Experimental Crystal Structure Determination
CCDC 2271959: 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 2271961: Experimental Crystal Structure Determination
CCDC 2271961: 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 2271963: Experimental Crystal Structure Determination
CCDC 2271963: 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 2271962: Experimental Crystal Structure Determination
CCDC 2271962: 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: Pushing the Upper Limit of Nucleophilicity Scales by Mesoionic <i>N</i>‐Heterocyclic Olefins
Pushing the Upper Limit of Nucleophilicity Scales by Mesoionic <i>N</i>‐Heterocyclic Olefins Open
A series of mesoionic, 1,2,3‐triazole‐derived N ‐heterocyclic olefins (mNHOs), which have an extraordinarily electron‐rich exocyclic CC‐double bond, was synthesized and spectroscopically characterized, in selected cases by X‐ray crystallog…
View article: CCDC 2232538: Experimental Crystal Structure Determination
CCDC 2232538: 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 2237289: Experimental Crystal Structure Determination
CCDC 2237289: 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 2237288: Experimental Crystal Structure Determination
CCDC 2237288: 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 2245896: Experimental Crystal Structure Determination
CCDC 2245896: 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 2232539: Experimental Crystal Structure Determination
CCDC 2232539: 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: Room‐Temperature‐Stable Diazoalkenes by Diazo Transfer from Azides: Pyridine‐Derived Diazoalkenes
Room‐Temperature‐Stable Diazoalkenes by Diazo Transfer from Azides: Pyridine‐Derived Diazoalkenes Open
Recently, stable diazoalkenes have received significant attention as a new substance class in organic chemistry. While their previous synthetic access was exclusively limited to the activation of nitrous oxide, we here establish a much mor…
View article: CCDC 2121637: Experimental Crystal Structure Determination
CCDC 2121637: 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 2121635: Experimental Crystal Structure Determination
CCDC 2121635: 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 2121636: Experimental Crystal Structure Determination
CCDC 2121636: 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 2121639: Experimental Crystal Structure Determination
CCDC 2121639: 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 2121640: Experimental Crystal Structure Determination
CCDC 2121640: 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 2121638: Experimental Crystal Structure Determination
CCDC 2121638: 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 …