Syntheses and properties of 2,5-etheno[4.2.2]propella-3,7,9-triene and its derivatives

✍ Scribed by Takashi Tsuji; Shinya Nishida

• Publisher: Elsevier Science
• Year: 1983
• Tongue: French
• Weight: 261 KB
• Volume: 24
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)86270-x

✦ Synopsis

Syntheses of 2,7

,9-triene and the methoxycarbonyl derivatives are described; their electronic spectra suggest the presence of orbital interactions among the four x-bonds.

Polycyclic unsaturated compounds having an unique carbon framework have intrigued organic chemists on account of peculiar properties and chemical reactivities often exhibited by them.

In this respect, 2,5-etheno[4.2.21propella-3,7,9-triene, 62, is of considerable interest.

1 The K-bonds in 6 are so aligned that longicyclic interaction through space 2 in addition to the interaction through the U-bonds 3 may be expected for them. Orbital interactions through space and bond are of considerable current interest. 2,3 The reactivities of 6_a and its derivatives are particularly interesting since they may be regarded as potential precursors of highly elusive butalene.