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Automerization on [4.2.2]propella-2,4,7,9-tetraene system

✍ Scribed by Takashi Tsuji; Shinya Nishida


Book ID
104217086
Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
280 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis


7-[4.2.2]Propella-2,4,7,9_tetraenecarboxylates, A, when heated at 200Β°, undergo reversible automerization giving 2 in preference to the aromatization to naphthalene derivatives which is promoted by free radicals. In a recent communication, 1 we have reported the synthesis of methyl 7-[4.2.2]propella-2,4,7,9_tetraenecarboxylate, &. During the subsequent investigation on the chemical behavior of I&,, we observed that h underwent a novel automerization when heated at 200' in solution. Valence isomerization of unsaturated polycyclic compounds has been a subject of much attention and studied


πŸ“œ SIMILAR VOLUMES


Propellanes. XII. Irontricarbonyl deriva
✍ Karin BjΒ»mer Birnbaum; J. Altman; T. Maymon; D. Ginsburg πŸ“‚ Article πŸ“… 1970 πŸ› Elsevier Science 🌐 French βš– 173 KB

Refluxing the tetraenic ether 1. with diironnonacarbonyl in benzene solution for 24 hr in a nitrogen atmosphere afforded five organometallic derivatives.1 The nmr spectrum of one of these, m.p. 200-204Β°C, suggested that this was a symmetrical bis-irontricarbonyl derivative of 1, of structure 1 or 2.

Synthese von bicyclo[4.2.2]Deca-2,4,7,9-
✍ H.-P. LΓΆffler πŸ“‚ Article πŸ“… 1974 πŸ› Elsevier Science 🌐 French βš– 130 KB

received in UK for publioation 25 Jv 1974) Bicyclo[4.2.2]deca-2,4,7,9\_tetraen (1,) als Vertreter der (CH),O-Kohlenwasserstoffe' wurde in praparativen Mengen bislang durch Umlagerung von Bullvalen mit Schwermetallsalzen 293 oder ausgehend vom Dianion des Cyclooctatetraens 4 synthetisiert.

[4.2.2]Propella-3,7-diene
✍ Paquette, Leo A.; Houser, Robert W. πŸ“‚ Article πŸ“… 1971 πŸ› American Chemical Society 🌐 English βš– 670 KB
Thermal isomerization of bicyclo[4.2.2]d
✍ Maitland Jones Jr.; Billy Fairless πŸ“‚ Article πŸ“… 1968 πŸ› Elsevier Science 🌐 French βš– 176 KB

CENTRAL to the consideration of mechanism in many of the transformations of molecules of the formula (CH),, has been tetracyclo[4.4.0.02"0 .05"]deca-3,8-diene (I).3a-g We describe here a degenerate isomerization of bicyclo-[4.?.2]deca-2,4,7,9-tetraene (II) which most strongly implicates I as an inte