The transannular interaction between two aromatic rings of the dithia[3.3]metacyclophanediazonium salt is evaluated by several spectral measurements and the dediazoniation of the salt preferentially affords the biphenyl compound.
References
1.
Reviews: (a) KeehnP. M., Cyclophanes, RosenfeldS. M. (ed.), Academic Press, New York, 1983, vol. 1, 2; (b) V. Boekelheide, Topics in Current Chemistry, F. L. Boschke (ed.), Springer-Verlag, Berlin, 1987; (c) F. Diederich, Cyclophanes, Monographs in Supramolecular Chemistry, J. F. Stoddart (ed.), The Royal Society of Chemistry, Cambridge, 1989, vol. 1; (d) F. Vögtle, Cyclophane Chemistry, Synthesis, Structure and Reactions, Wiley, Chichester, 1993.