The [2.1]phane 1 is rigidly twisted and therefore helical; it is the [m.n]phane with the shortest bridges so far. Its synthesis was carried out in six steps. 1 could be separated into its enantiomers, which are stable up to 200°C.
148ChemInform Abstract Synthesis of the symmetrical acetylene (VII) from dimethyliodobenzene(I) is achieved in six steps. Palladium-catalyzed trimerisation of (VII) yields the twelvefold ether (VIIIa). The cleavage of the ether bonds by acetyl bromide and borontrifluoride etherate, and subsequent reaction with the sodium salt of p-toluene thiol produce the dodeca host (VIIIc). (NMR-data).
Starr verdrillt und damit helical ist das [2.1]Phan 1, das [m, n]Phan mit den bisher kürzesten Klammern, dessen Synthese in sechs Stufen gelang. 1 konnte in seine Enantiomere getrennt werden, die bis 200°C stabil sind.magnified image
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