CHEMICAL AND SPECTROSCOPICAL PROPERTIES OF MEDIUM-SIZED TRANS-BICYCLO[N.1.0]ALK-2-YNES AND CIS-BICYCLO[N.1.0]ALK-2-YNES

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