Die dynamische Stereochemie des erstmals synthetisierten Zielmolekiils 2 und des um ein Ringatom erweiterten Sulfids 10 wird NMR-spektroskopisch untersucht: Im Vergleich zum [2,2]Metaparacyclophan (3) ist die Benzo-Verbindung 2 konformativ flexibler (Ringinversionsbarriere AG:= 76 kJ/mol). Die Barrieren der Thia-Verbindung 10 (AG: = 37 kJ/mol) und des Sulfons 11 liegen wesentlich tiefer. New Helical Hydrocarbons, VI 1) Benzo[2.2]metaparacyclophane, a Conformationally Flexible HelixThe target molecule 2 is synthesized for the first time and the dynamic stereochemistry of 2 as well as of the sulfide 10, enlarged by one ring atom, is investigated by NMR spectroscopy: Compared with [2.2]metaparacyclophane (3), the benzo compound 2 is somewhat more conformationally flexible (AG: = 76 kJ/mol). The barriers of the ring inversions for the thia compound 10 (AGP = 37 kJ/mol) and the sulfone 11 are much lower. SynthesenAusgehend von 4-Iodtoluol und 2-Nitrobenzoesaure wird 4-Methyl-2'-nitrobiphenyl (4) erhalten, dessen Reduktion und Sandmeyer-Reaktion 2-Iod-4'-methylbiphenyl (6) 0 Verlag
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