6533b7ddfe1ef96bd1275488
RESEARCH PRODUCT
Molecular Ribbons Containing Pyridine Rings
Stefan OhrenStefan BreidenbachFritz VögtleRegine Herbst‐irmerSirpa KotilaMartin Niegersubject
PhanesChemistryStereochemistryOrganic ChemistryGeneral ChemistryFolding (chemistry)chemistry.chemical_compoundCrystallographynervous systemTosylIntramolecular forcePyridineMoleculesense organsPhysical and Theoretical ChemistryBenzenedescription
The first synthesis of the ribbon-like compounds 6–10 is described. The new building block diethyl 2,6-bis(bromomethyl)pyridine-3,5-dicarboxylate 1 was prepared and characterized. Single-crystal X-ray structure analyses indicate that these ribbon-like molecules arrange in a folded conformation, with the pyridine and benzene units being folded in a face-to-face manner, and the tosyl units of 8–10 pointing outwards. The “intramolecular self-assembly” (folding) of these molecular ribbons is primarily attributable to the energetically more favourable syn conformation of both the [3.3]metacyclophanes and the pyridinophanes.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1996-12-01 | Liebigs Annalen |