A simple route to cis- and trans-bis-sigma-homolbenzenes

Citation
J. Sauer et al., A simple route to cis- and trans-bis-sigma-homolbenzenes, EUR J ORG C, (21), 2001, pp. 3999-4008
Citations number
52
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
21
Year of publication
2001
Pages
3999 - 4008
Database
ISI
SICI code
1434-193X(200111):21<3999:ASRTCA>2.0.ZU;2-X
Abstract
Photolysis of tetracyclic azo compounds 15, readily available from [4+2] cy cloaddition between 1,2,4,5-tetrazines and cyclopropenes, gives access to c is- and traps-bis-sigma -homobenzenes 16 and 17. Thermal transformation of the cis isomers 16 affords cis,cis,cis-1,3,6-cyclooctatrienes 18. Kinetic d ata for these [sigma 2s+sigma 2s+pi 2s] cycloreversions are reported.