
%0 Journal Article
%A Martel, HJJB 
%A McMahon, S 
%A Rasmussen, M 
%T Pyridinophane Bridging Group Chemistry: Synthesis and Reactions of 1,2,9,10-Tetra-chloro[ 2,2](2,6)pyridinophane-1,9-diene
%J Australian Journal of Chemistry
%D 1979/06/01
%V 32
%N 6
%P 1241-1250
%K 
%R https://doi.org/10.1071/CH9791241
%U https://www.publish.csiro.au/paper/CH9791241 
%X Oxidation and polychlorination of 2,11-dithia[3,3](2,6)pyridinophane (II) gives high yields of the corresponding octachloro bissulfone (14) which, on vacuum pyrolysis, readily loses SO2 and Cl2 sequentially, giving eventually a good yield of orange 1,2,9,10-tetrachloro[2,2](2,6)pyridinophane-1,9-diene (4). Nucleophilic addition and substitution reactions of the dichloroethene bridges of (4) are described. None of the [2,2]metacyclophane diene systems undergoes spontaneous or photoinduced valence tautomerism to a 10b,10c-diazapyrene (2). 
