
TY  - JOUR
A1  - Martel, HJJB 
A1  - McMahon, S 
A1  - Rasmussen, M 
T1  - Pyridinophane Bridging Group Chemistry: Synthesis and Reactions of 1,2,9,10-Tetra-chloro[ 2,2](2,6)pyridinophane-1,9-diene
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1979
VL  - 32
IS  - 6
SP  - 1241
EP  - 1250
KW  - 
UR  - https://doi.org/10.1071/CH9791241 
N2  - 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). 
ER  -

