60047-82-7Relevant articles and documents
Cyclooctafluorene: A Planar Cyclooctatetraene Derivative. Paratropicity of Hydrocarbon and Anion
Willner, Itamar,Rabinovitz, Mordecai
, p. 1628 - 1633 (2007/10/02)
The synthesis of cyclooctafluorene (1) from cyclopentaphenanthrene (5) is described.Hydrocarbon 1 shows paratropic antiaromatic character as deduced from the 1H NMR spectra and its low acidity (pKa = 27).The antiaromatic character of 1 is attributed to the presence of a planar cyclooctatetraene (COT) moiety.The deprotonation and the formation of cyclooctafluorenyl anion (13) are presented.The anion 13 exhibits paratropic character which may originate in peripheral delocalization of 16 ? electrons.