Christoph Michel

New Sterically Encumbered 2,9‐Diarylphenanthrolines for the Selective Formation of Heteroleptic Bis(phenanthroline)copper(I) Complexes

The synthesis and characterization of several 2,9-diarylphenanthrolines with anthracenyl substituents in the 2-position is described. These compounds were used to prepare a series of homoleptic and heteroleptic bis(phenanthroline)copper(I) complexes, whose cyclic voltammetry, UV/Vis and fluorescence data are investigated. From PM3 semiempirical calculations it becomes clear that two different strategies can be applied to prepare clean heteroleptic complexes.

Quantitative formation and clean metal exchange processes of large void (>5000 Å3) nanobox structures

The metallosupramolecular assembly of linear and macrocyclic bisphenanthrolines in the presence of Cu+ provides nanobox structures with internal volumes of >5000 A3 when the ligands are designed along the HETPHEN approach.

3-Trimethylsilanylethynyl-[1,10]phenanthroline

The experimental procedure follows a protocol developed by Sonogashira [1] and recently used for the preparation of macrocyclic phenanthrolines.[...]

3-Ethynyl-[1,10]phenanthroline

The experimental procedure follows a protocol developed by Eaborn [1]. To3-trimethylsilanylethinyl-[1,10]phenanthroline (500 mg, 21.7 mmol), dissolved in THF (10 mL), wasadded 1 M KOH in methanol (10 mL). The resultant solution was stirred for 24 hours at roomtemperature. After addition of water (10 mL) the product was extracted with CH

3-(4-Iodo-phenylethynyl)-[1,10]phenanthroline

The experimental procedure follows a protocol developed by Sonogashira [1]. All reactions were carriedout under an atmosphere of dry argon by using standard Schlenk tube techniques. To a mixture of3-ethynyl-[1,10]phenanthroline (309 mg, 1.50 mmol), 1,4-diiodobenzene (2.47 g, 7.50 mmol), CuI (225mg, 1.77 mmol) and [PdCl