6533b85efe1ef96bd12bfb03

RESEARCH PRODUCT

ChemInform Abstract: Chemical and Spectroscopical Properties of Medium Sized trans- and cis- Bicyclo(n.1.0)alk-2-ynes.

H. DetertHerbert Meier

subject

Ring sizechemistry.chemical_compoundCrystallographyBicyclic moleculeStereochemistryChemistryReactivity (chemistry)General MedicineCarbon-13 NMRTriple bondTrifluoromethanesulfonateCyclopropaneRing strain

description

Chemical and spectroscopical properties of cis- and trans-cyclopropano-anellated cycloalkynes of medium ring size are investigated and compared with results from force field calculations. IR and 13C-NMR data of the alkynes reflect the deformation of the triple bond due to ring strain. Parallel to bending the reactivity increases with decreasing ring size, the trans fused alkynes prove to be nearly as reactive as the cis fused with a two carbon smaller ring size. The bicycloalkynes are complexed with silver triflate. 13C NMR reveals that the triple bond as well as the cyclopropane serve as ligands.

https://doi.org/10.1002/chin.199741129