Abstract
Syntheses of 4,7:10,13-dioxido-cyclopentadecaheptaene (2.4.6.8.10.12.14) 8, 4,7:10,13-dioxido-cyclopentadecaheptaenyl tetrafluoroborate 10, and 1-oxa-4,7:10,13-dioxido-cyclopentadecaheptaene (2.4.6.8.10.12.14) 13 are described. As expected, the NMR spectrum of 10 exhibited a marked diamagnetic ring current, and that of 13 a paramagnetic ring current. These [15]annulenes 8, 10, and 13 are looked upon as the corresponding higher member of cycloheptatriene, tropylium ion, and oxepin, respectively. Attempted preparation of sulphur containing 1-thia[15]annulene was unsuccessful, presumably because of its increased antiaromatic character.
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