P. Camps, M. Font‐Bardia, N. Mendez
Apr 30, 1998
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0
Influential Citations
19
Citations
Journal
Tetrahedron
Abstract
The geometries, olefin strain energies, heats of hydrogenation and relative HOMO/LUMO energies of tricyclo [3.3.0.03,7]oct-1(5)-ene and related compounds have been obtained by ab initio calculations using different basis sets. Tetracyclo-[5.2.1.02,6.03,8]dec-7-ene, a new member of this series of highly pyramidalized alkenes, has been generated and trapped as different Diels-Alder adducts; in the absence of a trapping agent, it gives the expected dimeric derivatives in a non-stereoselective way and in low yield. For the first time, good yield cross-coupling reactions among highly pyramidalized alkenes have been carried out. The structure of a tetrasecododecahedrane diepoxide derived from a cross-coupled product has been established by X-Ray diffraction analysis.