title: [14][14]Metaparacyclophane: first example of an [m][n]metaparacyclophane.
abstract: The synthesis of [14][14]metaparacyclophane, the first [m][n]metaparacyclophane ever known, is described. The reaction sequence began with the bis-chloromethylation of [14]paracyclophane in refluxing CS(2), which yielded a nonseparable mixture of 16,19- and 16,20-bis(chloromethyl)[14]paracyclophane in an 8:1 ratio. Acetolysis of these dichlorides gave the corresponding diacetate mixture from which the minor component 16,20-bis(acetoxymethyl)[14]paracyclophane was isolated and elaborated into the desired cyclophane via the disulfone of 2,15-dithia[16][14]metaparacyclophane and subsequent sulfur dioxide extrusion by a one-flask Ramberg-Bäcklund reaction procedure followed by hydrogenation.
authors.affiliation: Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR, P. R. China.
authors.forename: Chunmei
authors.initials: C
authors.lastname: Wei
authors.forename: Kai-For
authors.initials: KF
authors.lastname: Mo
authors.forename: Tze-Lock
authors.initials: TL
authors.lastname: Chan