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Crown Ether-Bearing Dihydroazulens[1]: Synthesis and Photochromism of a Benzo[15]crown-5 Derivative

✍ Scribed by Fischer, Christian ;Daub, Jörg

Publisher
Wiley (John Wiley & Sons)
Year
1993
Tongue
English
Weight
395 KB
Volume
126
Category
Article
ISSN
0009-2940

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✦ Synopsis

Photochromism / Photoresponsive crown ether Photosensitive crown ether 1 composed of 1,8a-dihydroazulene as a photodynamic unit and a benzo[l5]crown-5 ether subgroup has been synthesized from C-Tsubstituted cycloheptatriene 8, which has been obtained by nucleophilic addition of 4-acetylbenzo[l5]crown-5 (6) to tropenylium tetrafluoroborate (7). Dehydrogenation of dicyanovinyl derivative 9 leads to heptafulvene 2 which thermally rearranges to dihydroazulene 1. Attempts to synthesize 1 according to the ' "8 + 21-cycloaddition route'' have been unsuccessful. Crown

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