REACTIVE E=C(P-P)PI-SYSTEMS .35. NOVEL PHOSPHABICYCLO[2.2.2]-OCTA-2,5-DIENES FROM IPR2N-C-EQUIVALENT-TO-P OR TBU-C-EQUIVALENT-TO-P AND A POLYFLUORINATED CYCLOHEXADIENONE

Authors
GROBE J VAN DL BROSCHK B KOBRINA LS
Citation
J. Grobe et al., REACTIVE E=C(P-P)PI-SYSTEMS .35. NOVEL PHOSPHABICYCLO[2.2.2]-OCTA-2,5-DIENES FROM IPR2N-C-EQUIVALENT-TO-P OR TBU-C-EQUIVALENT-TO-P AND A POLYFLUORINATED CYCLOHEXADIENONE, Tetrahedron letters, 34(29), 1993, pp. 4619-4622
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
29
Year of publication
1993
Pages
4619 - 4622
Database
ISI
SICI code
0040-4039(1993)34:29<4619:RE.NP>2.0.ZU;2-1
Abstract
The reaction of the phosphaalkyne iPr2N-C=P (1) with tafluorophenoxy-t etrafluorocyclohexa2,4-dien-1-one (2) affords the novel [4+2] cycloadd uct 3 in quantitative yield. The same reaction carried out with t-buty lphosphaethyne (4) only takes place at 60-degrees-C giving a mixture o f isomers of the Diels-Alder compounds 5a to 5c in the ratio 90:4:6. 5 a can be isolated in pure form but - dissolved in chloroform - at 20-d egrees-C unexpectedly converts into the 1-phospha-tetracyclo[4.2.0.0.2 .8.05,7]octane 6 via an intramolecular [2+2] cycloaddition reaction.