6533b82bfe1ef96bd128e359
RESEARCH PRODUCT
Synthesis and X-ray structure of amide-based macrocycles, catenanes and pretzelane
Qian Yi LiMichael BolteFritz VögtleErik VogelPauli SaarenketoAmir Hossain ParhamMartin NiegerRoland FröhlichKari Rissanensubject
Isophthalic acidSolventchemistry.chemical_compoundchemistryHydrogen bondStereochemistryAmideOrganic ChemistryCatenaneSupramolecular chemistryMoleculeCrystal structurePhysical and Theoretical Chemistrydescription
The syntheses and crystal structure studies of amide-based catenanes derived from m-phenylene diacrylic acid and 5-acetoxy isophthalic acid (17% and 3% yield of 4a and 4b resp.) and octalactam macrocycles (21% yield of 3) are described. Hydrogen bonding patterns play a key role in the formation of the different conformations of octalactam 3. The crystal structures of 3 reveal a number of hydrogen-bonding interactions between the macrocycle and two different solvent molecules, which are presumably responsible for the different conformations. Furthermore, we report the X-ray structure of a catenane, which was converted into a “pretzelane” by bridging two phenolic hydroxy groups with a p-xylylene unit.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2001-11-01 |