Frank Röminger
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View article: On-Surface Synthesis of Nonbenzenoid PAHs Using Intermolecular π-Radical C–C Coupling
On-Surface Synthesis of Nonbenzenoid PAHs Using Intermolecular π-Radical C–C Coupling Open
On-surface synthesis has emerged as a new research field, ideal for designing low-dimensional carbon-based nanomaterials. One of the central problems with this synthetic approach is the understanding of reaction mechanisms, which is a key …
View article: Synthesis and Characterization of <i>π</i> ‐Extended Azulenes via Nucleophilic Substitution and Intramolecular Cyclization of 5‐Alkynyl‐6‐Fluoroazulenes
Synthesis and Characterization of <i>π</i> ‐Extended Azulenes via Nucleophilic Substitution and Intramolecular Cyclization of 5‐Alkynyl‐6‐Fluoroazulenes Open
Herein, a methodology that allows a nucleophilic aromatic substitution followed by an intramolecular cyclization to furnish annulated heterocycles at the seven‐membered ring of alkynyl fluoroazulenes is introduced. This synthetic protocol …
View article: Synthesis of Aza‐indeno‐aza‐fluoranthene and Constitutional Isomers by Ring‐Size Selective C–H Activation
Synthesis of Aza‐indeno‐aza‐fluoranthene and Constitutional Isomers by Ring‐Size Selective C–H Activation Open
The fluoranthene motif combines a planar geometry with electron‐deficient character, rendering fluoranthene and its larger congeners like indenofluoranthene suitable compounds for designing n ‐semiconducting materials for applications in o…
View article: Synthesis of Enantiopure [3]Cyclorubicenes
Synthesis of Enantiopure [3]Cyclorubicenes Open
The interest in chiral nanohoops and nanotubes as well as their chiroptical properties has steadily increased in recent years. The synthesis of pentagon containing enantiopure [3]cyclorubicenes, which are cutouts and potential precursors o…
View article: Synthesis of Enantiopure [3]Cyclorubicenes
Synthesis of Enantiopure [3]Cyclorubicenes Open
The interest in chiral nanohoops and nanotubes as well as their chiroptical properties has steadily increased in recent years. The synthesis of pentagon containing enantiopure [3]cyclorubicenes, which are cutouts and potential precursors o…
View article: Facile Access to Chelating CAArC‐Phosphine (CAArCPhos) Palladium Complexes
Facile Access to Chelating CAArC‐Phosphine (CAArCPhos) Palladium Complexes Open
In this article, we present a synthetic route to 4‐(diphenyl‐phosphino) isoindolium salts based on a new protecting group strategy. Key to success is the use of hemi‐aminal methyl ether precursors, which serve as base‐stable iminium salt e…
View article: Fluoranthene-Containing Distorted Nanographenes Exhibiting Two-Photon Absorption Response
Fluoranthene-Containing Distorted Nanographenes Exhibiting Two-Photon Absorption Response Open
Two distorted nanographenes combining helicenes and a fluoranthene unit within their polycyclic scaffolds were synthesized. Their structural and electronic properties were elucidated by various spectroscopic methods, and the experimental d…
View article: Functionalized Calix[4]Nanocones
Functionalized Calix[4]Nanocones Open
The interest in synthesizing conjugated nanobelts (CNBs) and nanocones has increased recently. Although a number of various structures have been achieved, almost none have additional functional groups at the peripheral rims. Based on a cal…
View article: Functionalized Calix[4]Nanocones
Functionalized Calix[4]Nanocones Open
The interest in synthesizing conjugated nanobelts (CNBs) and nanocones has increased recently. Although a number of various structures have been achieved, almost none have additional functional groups at the peripheral rims. Based on a cal…
View article: Ring Contraction of Cyclooctatetraenes toward Non‐Benzenoid Polycyclic Aromatic Hydrocarbons by Au(111)‐Catalysis and Bulk Pyrolysis
Ring Contraction of Cyclooctatetraenes toward Non‐Benzenoid Polycyclic Aromatic Hydrocarbons by Au(111)‐Catalysis and Bulk Pyrolysis Open
The Au(111)‐catalyzed cyclodehydrogenation of tetraphenylated diacenaphtho‐cyclooctatetraene ( DA‐COT ) and tetraacenaphtho‐cyclooctatetraene ( TA‐COT ) was investigated and compared with their uncatalyzed bulk pyrolysis. On Au(111), a str…
View article: Cyclopentannulated Decacyclenes as Carbon‐Based Multistage Electron Acceptors
Cyclopentannulated Decacyclenes as Carbon‐Based Multistage Electron Acceptors Open
We report a series of cyclopentannulated decacyclenes that act as remarkable multistage electron acceptors. The compounds were synthesized in a modular approach via Yamamoto cyclotrimerization of brominated pyracylene precursors, allowing …
View article: Functionalized Calix[4]nanocones
Functionalized Calix[4]nanocones Open
The interest in synthesizing conjugated nanobelts and nanocones has increased recently. Although a number of various struc-tures has been achieved, almost none has additional functional groups at the peripheral rims. Based on a calix[4]are…
View article: Late-Stage Modification of NHC Gold(I) Complexes: Fast Track to Ligand Design as a Key for New Reactivities in Gold-Catalysis
Late-Stage Modification of NHC Gold(I) Complexes: Fast Track to Ligand Design as a Key for New Reactivities in Gold-Catalysis Open
Herein we report the synthesis of bulky N-heterocyclic carbene gold(I) complexes via an “on-metal” eightfold Suzuki coupling of a suitable precursor complex. An initial screening revealed the optimal reaction conditions furnishing a series…
View article: Thiophene Containing Polycyclic Aromatic Hydrocarbon Monkey Saddles
Thiophene Containing Polycyclic Aromatic Hydrocarbon Monkey Saddles Open
Negatively curved chiral polycyclic aromatic hydrocarbons (PAHs) have gained a significant amount of interest in recent years. By replacing the benzene moieties in a monkey saddle shaped PAH with thiophene units it was possible to further …
View article: Copper(I)‐Catalyzed Acid‐Controlled Divergent Radical Cyclization of 1,6‐Enynes to Access 1‐Indanones and 1H‐Cyclopropa[<i>b</i>] Naphthalene‐2,7‐diones
Copper(I)‐Catalyzed Acid‐Controlled Divergent Radical Cyclization of 1,6‐Enynes to Access 1‐Indanones and 1H‐Cyclopropa[<i>b</i>] Naphthalene‐2,7‐diones Open
1‐Indanone derivatives are efficiently synthesized via a radical cyclization reaction of 1,6‐enynes, using TBHP as both oxidant and reactant, in the presence of Cu(I) as the catalyst and 4‐methyl benzoic acid as the cocatalyst. Notably, in…
View article: Silver-Catalyzed Cascade Approach to Access Fused Pyrazolo-naphthyridine and -isoquinoline Backbones and Investigation of Their Photophysical Properties
Silver-Catalyzed Cascade Approach to Access Fused Pyrazolo-naphthyridine and -isoquinoline Backbones and Investigation of Their Photophysical Properties Open
We describe a novel approach for synthesizing diverse fused heterocyclic compounds by utilizing a sequential silver(I) catalyzed reaction between readily obtainable N-amidonaphthyridin ylide and dialkyl acetylenedicarboxylates. This method…
View article: Exceptionally High Two‐Photon Absorption Cross Sections in Quinoidal Diazaacene‐Bithiophene Derivatives
Exceptionally High Two‐Photon Absorption Cross Sections in Quinoidal Diazaacene‐Bithiophene Derivatives Open
This study addresses the two‐photon absorption (2PA) properties of (azaacene‐annulated) heterophenoquinones through a synergistic approach combining detailed experimental and theoretical analyses. Exceptionally large 2PA cross sections are…
View article: Exceptionally High Two‐Photon Absorption Cross Sections in Quinoidal Diazaacene‐Bithiophene Derivatives
Exceptionally High Two‐Photon Absorption Cross Sections in Quinoidal Diazaacene‐Bithiophene Derivatives Open
This study addresses the two‐photon absorption (2PA) properties of (azaacene‐annulated) heterophenoquinones through a synergistic approach combining detailed experimental and theoretical analyses. Exceptionally large 2PA cross sections are…
View article: Photochemical Preparation of (Aza−)Indolines: Diastereoselective Synthesis and Polarity Reversal Strategy
Photochemical Preparation of (Aza−)Indolines: Diastereoselective Synthesis and Polarity Reversal Strategy Open
Herein, we present the first light‐mediated, diastereoselective de novo synthesis for 2,3‐substituted indolines, a privileged scaffold in pharmaceuticals. The protocol was tested with various aryl and alkyl groups, maintaining high yields …
View article: Dead Ends and Detours Towards a Rigid Hexasalicylic Aldehyde Precursor for Triptycene‐Based Porous Materials
Dead Ends and Detours Towards a Rigid Hexasalicylic Aldehyde Precursor for Triptycene‐Based Porous Materials Open
The synthesis of a rigid hexakis(salicylaldehyde) precursor for porous organic metal salphens based on triptycene is presented. Synthetic approaches, their failures and how to learn from these to circumvent those and finally reach the synt…
View article: Insights for the Hydrogen‐Mediated Deoxydehydration (DODH) with Cp*ReO <sub>3</sub> and Alkene Extrusion of Related Re(V)‐Diolates
Insights for the Hydrogen‐Mediated Deoxydehydration (DODH) with Cp*ReO <sub>3</sub> and Alkene Extrusion of Related Re(V)‐Diolates Open
To transform highly oxygenated molecules such as polyols from biomass into value‐added chemicals, the deoxygenation via the deoxydehydration (DODH) is a promising approach. We report the catalytic DODH of substrates from renewable resource…
View article: Helically Chiral Mixed‐Valence Systems Comprising <i>N</i> ‐Heterotriangulenes: Stabilization of the Cationic Species by π‐Expansion
Helically Chiral Mixed‐Valence Systems Comprising <i>N</i> ‐Heterotriangulenes: Stabilization of the Cationic Species by π‐Expansion Open
We report the efficient stabilization of nitrogen‐centered radical cations in a dimeric N ‐heterotriangulene bridged by a rigid π‐conjugated [5]helicene backbone ( NTH ). The rigid scaffold exhibits helical chirality, allowing the enantiom…
View article: Helically Chiral Mixed‐Valence Systems Comprising <i>N</i> ‐Heterotriangulenes: Stabilization of the Cationic Species by π‐Expansion
Helically Chiral Mixed‐Valence Systems Comprising <i>N</i> ‐Heterotriangulenes: Stabilization of the Cationic Species by π‐Expansion Open
We report the efficient stabilization of nitrogen‐centered radical cations in a dimeric N ‐heterotriangulene bridged by a rigid π‐conjugated [5]helicene backbone ( NTH ). The rigid scaffold exhibits helical chirality, allowing the enantiom…
View article: Supramolecular Interpenetrated Faujasite‐Like Crystals from [4+4] Imine Cages
Supramolecular Interpenetrated Faujasite‐Like Crystals from [4+4] Imine Cages Open
In recent years, porous organic cages have gained in importance, inter alia, due to their ability to be processed from solution. Especially the packing of the cages in the solid state has a significant effect on the porosity. Therefore, it…
View article: One Step Synthesis of 4,6,8‐Trimethoxyazulenes ‐ as Building Block for 2‐Functionalized Azulenes
One Step Synthesis of 4,6,8‐Trimethoxyazulenes ‐ as Building Block for 2‐Functionalized Azulenes Open
Here we present a simple gold‐catalyzed one‐pot reaction of easily available diarylbutadiynes, with trimethoxybenzene as solvent and reactant to synthesize 4,6,8‐trimethoxyazulenes. The methoxy substituents, which render the azulene very e…
View article: Synthesis of azulenyl-substituted gold( <scp>i</scp> )-carbene complexes and investigation of their anticancer activity
Synthesis of azulenyl-substituted gold( <span>i</span> )-carbene complexes and investigation of their anticancer activity Open
The direct and atom economic synthesis of azulenyl-substituted gold( i ) carbene complexes, based on the modular template synthesis using gold( i ) isonitrile complexes and amine nucleophiles, is presented.