Lisa Bensch

• Heinrich Heine University Düsseldorf

Donor–acceptor molecules are a subject of great attention due to their immense potential in molecular electronics and photovoltaics. Despite numerous extensive studies demonstrating their functionality in solution, the donor–acceptor character is usually lost upon adsorption on a conducting substrate. Here the concept of breaking the conjugation be...

The solid-state structures of three H-bonded enol forms of 5-substituted 9-hydroxyphenalenones were investigated to accurately determine the H atom positions of the intramolecular hydrogen bond. For this purpose, single-crystal X-ray diffraction (SC-XRD) data were evaluated by invariom-model refinement. In addition, QM/MM computations of central mo...

The universe of donor and acceptor building blocks is often nonluminescent. However, if linked together by our protection-group-free Suzuki coupling as an ignition we can efficiently launch electronically diverse functional donor–acceptor molecules. A colorful “glow in the dark” property can be introduced from the unique electron acceptor 9-hydroxy...

5-(Hetero)aryl substituted 9-hydroxyphenalenones (9-HP) can be readily synthesized by Suzuki coupling of 5-bromo 9-HP with (hetero)aryl boronic acid (derivatives) void of protection of the hydroxyl functionality with moderate to excellent yields (57-94%). A library of 5-(hetero)aryl substituted 9-HP with broad substituent variation was studied with...

The interrupted Fischer indole synthesis of arylhydrazines and biocatalytically generated chiral bicyclic imines selectively affords either tetracyclic pyrroloindolines or tricyclic tryptamine analogues depending on the reaction conditions.

The interrupted Fischer indole synthesis of arylhydrazines and biocatalytically generated chiral bicyclic imines selectively affords either tetracyclic pyrroloindolines or tricyclic tryptamine analogues depending on the reaction conditions. We demonstrate that the reaction is compatible with a variety of functional groups. The products are obtained...

The first o-iodoxybenzoic acid (IBX) mediated oxidation of unactivated amines to imines is described. A range of meso-pyrrolidines were shown to be suitable substrates. The chemical space was further explored with one-pot oxidative Ugi-type and aza-Friedel-Crafts reactions, which proved to be highly diastereoselective.

We report the palladium(II)‐catalyzed aerobic oxidative coupling of isocyanides with various (2‐aminophenyl)azoles using air as the stoichiometric oxidant. A diverse range of medicinally valuable azolo[ c ]quinazolines was obtained by this new approach. magnified image

The Masuda borylation-Suzuki coupling (MBSC) sequence was successfully extended to the challenging coupling of vinylhalides with various (hetero)arylhalides using sterically hindered phosphane ligands. Starting from (hetero)arylhalides and α-bromocinnamaldehyde, the sequentially Pd-catalyzed process selectively furnishes α,β-substituted cinnamaldeh...