80879-80-7Relevant academic research and scientific papers
Straining strained molecules. III. The spectral and mutagenic properties and an alternate synthesis of diaceperylene and dicyclopentaperylene
Mitchell, Reginald H.,Chaudhary, Mahima,Williams, Richard Vaughan,Fyles, Robert,Gibson, Jack,et al.
, p. 1015 - 1021 (2007/10/02)
The synthesis of diaceperylene (1) from 5,6-dilithioacenaphthene via nickel or cobalt catalysed couplings proceeded in better yield than a multistep synthesis involving formation of 5,5'-diacenaphthene first.Dehydrogenation of 1 to dicylopentaperylene (2) proved a better route than coupling of 5,6-disubstituted acenaphthylene derivatives.Ultraviolet, proton, and carbon nuclear magnetic resonance spectra and electrode reduction potential data of 1 and 2 are discussed with respect to molecular mechanics calculations of strain in these and related bridged naphthalenes.Both 1 and 2 were found to be weakly mutagenic in an Ames microsome test, in contrast to cyclopentapyrene.
Strained Perylenes By Clamping - The Coronene Isomer Dicyclopentaperylene and Dimethanoperylene
Jaworek, Wilfried,Voegtle, Fritz
, p. 347 - 352 (2007/10/02)
Perylene (3) is clamped by C2 and C1 bridges with formation of the heptacyclic title compound dicyclopentaperylene (10) (characterized) and 1H,6H-dicyclobutaperylene (4) (detected by mass spectrometry and 1H NMR absorptions).The influence of strain on UV and fluorescence spectra and on cyclic voltammetry is discussed.
