SYNTHESIS OF METHANO-BRIDGED TETRADEHYDRO[36]ANNULENE

Citation
H. Higuchi et al., SYNTHESIS OF METHANO-BRIDGED TETRADEHYDRO[36]ANNULENE, Journal of the Chemical Society. Perkin transactions. I, (8), 1993, pp. 983-986
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
8
Year of publication
1993
Pages
983 - 986
Database
ISI
SICI code
0300-922X(1993):8<983:SOMT>2.0.ZU;2-M
Abstract
The title compound, 20,25-di-tert-butyl-21,22,23,24-tetradehydro- 1,6- methano[36] annulene, was synthesized by the Wittig reaction of yldeca -1,3,5,7,9-pentaenyl)cyclohepta-1,3,5-triene with triphenyl(3-tert-but ylpent-2-en-4-ynyl)phosphonium bromide, followed by intramolecular oxi dative coupling of the resulting acyclic diacetylenic compound. H-1 NM R and electronic spectral data suggest that the [36] annulene is atrop ic.