Selenium halide-induced bridge formation in [2.2]paracyclophanes

• DOI: 10.3762/bjoc.10.266
• Publication Date: 2014-10-31T12:21:50Z
• Authors: Laura G Sarbu; Henning Hopf; Peter G Jones; Lucian M Birsa
• Keywords: Bridge (graph theory); Chalcogen

An addition/elimination sequence of selenium halides to pseudo-geminally bis(acetylene) substituted [2.2]paracyclophanes leads new bridges with an endo - exo -diene substructure. The reactions have been found be sensitive the substitution ethynyl group. formation dienes a zig-zag configuration is related that observed for non-conjugated cyclic diynes medium ring size.