THE CHELETROPIC TRAPPING OF NITRIC-OXIDE BY THE BIS-KETENE 1,2-DICARBONYLCYCLOHEXA-3,5-DIENE AND THE DIENE 3,4-DIPHENYL-2,5-DIMETHYL-2,4-HEXADIENE

Authors
ADAM W BOTTLE SE GRICE ID PFEILER D WENTRUP C
Citation
W. Adam et al., THE CHELETROPIC TRAPPING OF NITRIC-OXIDE BY THE BIS-KETENE 1,2-DICARBONYLCYCLOHEXA-3,5-DIENE AND THE DIENE 3,4-DIPHENYL-2,5-DIMETHYL-2,4-HEXADIENE, Tetrahedron letters, 37(12), 1996, pp. 2113-2116
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
12
Year of publication
1996
Pages
2113 - 2116
Database
ISI
SICI code
0040-4039(1996)37:12<2113:TCTONB>2.0.ZU;2-C
Abstract
We report the first example of the cheletropic trapping of nitric oxid e with a bis-ketene. In the presence of nitric oxide the bis-ketene 12 -dicarbonylcyclohexa-3,5-diene (1), generated from photolysis of benzo cyclobutenedione, gave N-hydroxyphthalimide (5) and phthalic anhydride (7); additionally, cheletropic NO trapping with 3,4-diphenyl-2,5-dime thyl-2,4-hexadiene (3) gave strong persistent ESR signals, the nature of which was dependent on the purity of the NO.