6533b839fe1ef96bd12a597f

RESEARCH PRODUCT

Chemical and Spectroscopical Properties of Medium Sizedtrans- andcis-Bicyclo[n.1.0]alk-2-ynes

H. DetertHerbert Meier

subject

Bicyclic moleculeChemistryOrganic ChemistryGeneral ChemistryNuclear magnetic resonance spectroscopyCarbon-13 NMRTriple bondRing strainCyclopropaneRing sizeCrystallographychemistry.chemical_compoundPhysical and Theoretical ChemistryTrifluoromethanesulfonate

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/jlac.199719970737