Preparation of [2.2]meta- and ortho-Paracyclophanes Containing the Cyclohexano Group

Abstract

[2.2]Metaparacyclophane (20, cis-tricyclo[9.2.2.1^4,8]octadeca-4,6,8(16)-triene) and [2.2]orthoparacyclophane (22, cis-tricyclo[10.2.2.0^4,9]octadeca-4,6,8-triene) containing a 1,4-cyclohexano group bridged with two carbons are prepared through a coupling reaction to form the dithiacyclophanes, oxidation yields the sulfones followed by pyrolysis.

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