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Unsaturated Dodecahedranes—In Quest of the C20H14 1,4,16-Triene and C20H12 1,4,10(14),16-Tetraene, and Their Cations and Anions

✍ Scribed by Jens Reinbold; Emmerich Sackers; Thomas Oßwald; Klaus Weber; Andreas Weiler; Torsten Voss; Dieter Hunkler; Jürgen Wörth; Lothar Knothe; Frank Sommer; Nina Morgner; Bernd von Issendorff; Horst Prinzbach

Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
501 KB
Volume
8
Category
Article
ISSN
0947-6539

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✦ Synopsis

The highly pyramidal, highly strained C 20 H 14 1,4,16-dodecahedratriene (4) and C 20 H 12 1,4,10( 14),16-dodecahedratetraene (5) are cage olefins with an intriguing ™inner life∫. For 5 DFT calculations give information about the energetic and geometrical consequences of one-/two-electron oxidation and reduction. Attempts to pre-pare 4 and 5 through thermal retro[22]/[42]cycloaddition strategies proved unsuccessful. Still, the C 20 H 14 / C 2o H 12 cage cations and anions are liberated upon electron impact or gasdischarge ionization of their thermally extremely stable tris-/tetrakisanthraceno-anellated derivatives. Mass-selection (photoelectron (PE) characterization) of the anions failed, however, due to the very small anion intensity, the preferential formation of hydrogen-poor ions, and minor cage disruption.

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