Author: Caroline Stobe

Self-Sorting Effects in the Self-Assembly of Metallosupramolecular Rhombi from Chiral BINOL-Derived Bis(pyridine) Ligands

Four BINOL-based bis(4-pyridyl) ligands were synthesised in enantiopure and racemic form. These ligands form metallosupramolecular [(dppp)2M2L2] rhombi with cis-protected [(dppp)Pd]2+ and [(dppp)Pt]2+ ions. In principle, racemic ligands can self-assemble into three stereoisomeric rhombi. The degree of self-sorting in the self-assembly process crucially depends on the substitution pattern and the resulting bend angle of the V-shaped ligands as well as the degree of steric crowding within the assembly when racemic ligands are used. Thus, these processes either lead to homochiral assemblies in a narcissistic self-recognition manner, to heterochiral assemblies in a social self-discriminating ma…

research product

ChemInform Abstract: Synthesis and Isolation of Enantiomerically Enriched Cyclopenta[b]benzofurans Based on Products from Anodic Oxidation of 2,4-Dimethylphenol.

Tetramer (I) is obtained by anodic oxidation of 2,4-dimethylphenol as reported in a previous paper.

research product

Synthesis of 9,9′-Spirobifluorenes and 4,5-Diaza-9,9′-spirobifluorenes and Their Application as Affinity Materials for Quartz Crystal Microbalances

Two different classes of aza analogues of 9,9'-spirobifluorenes have been synthesized. These were obtained by either furnishing the spirobifluorene with additional pyridyl moieties or by installing the aza function directly into the spirobifluorene core. These structurally rigid compounds were then evaluated as affinity materials for quartz crystal microbalances and proved to be highly potent for the detection of volatile organic compounds.

research product

Synthesis and Isolation of Enantiomerically Enriched Cyclopenta[b]benzofurans Based on Products from Anodic Oxidation of 2,4-Dimethylphenol

The anodic treatment of 2,4-dimethylphenol offers a powerful and direct method for the construction of a dehydrotetramer with four contiguous stereocentres on a multigram scale. The installation of propellanes on this scaffold using enantiomerically pure carbonyl compounds leads to a mixture of diastereomers. This mixture is easily separable using standard chromatography and gives rise to optically pure cyclopenta[b]benzofurans which are important scaffolds in a variety of natural products. The synthesis is easy to perform and allows a reliable access to chiral compounds with very high enantiomeric excess. It was possible to determine the absolute configuration of these compounds by compari…

research product

CCDC 1047644: Experimental Crystal Structure Determination

Related Article: Michael Mirion, Lars Andernach, Caroline Stobe, Joaquin Barjau, Dieter Schollmeyer, Till Opatz, Arne Lützen, Siegfried R. Waldvogel|2015|Eur.J.Org.Chem.|2015|4876|doi:10.1002/ejoc.201500600

research product

CCDC 1047645: Experimental Crystal Structure Determination

Related Article: Michael Mirion, Lars Andernach, Caroline Stobe, Joaquin Barjau, Dieter Schollmeyer, Till Opatz, Arne Lützen, Siegfried R. Waldvogel|2015|Eur.J.Org.Chem.|2015|4876|doi:10.1002/ejoc.201500600

research product