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Transanular Interactions in Phanes, XXV. Structurally Isomeric Naphthalenoparacyclophanes
Haenel, Matthias W.
, p. 1425 - 1436 (2007/10/02)
The structurally isomeric naphthalenoparacyclophanes 1, 2 and 3, having 1,4-, 1,5- and 2,6-bridged naphthalene moieties, respectively, were synthesized via the corresponding dithiaphanes 8, 9, 10.The photolytic desulfurization of 10 and the sulfur dioxide extrusion via vapour phase pyrolysis of the corresponding disulfone 11 to the highly strained 3 clearly demonstrate the limits of these preparative ring contraction methods.
