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Polycyclic Aromatic Compounds : Part VI - Synthesis of Dicyclopentafluorene and Dibenzofluorene Derivatives
Bandyopadhyay, T. K.,Bhattacharya, A. J.
, p. 856 - 859 (2007/10/02)
A series of fluorene derivatives have been synthesised by the dehydrogenation of the adducts, obtained by the condensation of various alicyclic dienes, viz. 1:1'-bicyclopentenyl (I), 1:1'-bicyclohexenyl (IIa, R = R1= H), 4,4'-dimethyl-1:1'-bicyclohexenyl (IIb, R = CH3, R1 = H), 5,5'-dimethyl-1:1'-bicyclohexenyl (IIc, R = H, R1 = CH3), 3,3',4,4'-tetrahydro-1:1'-dinaphthyl (III) and perylene (IV) with 1-chloro-3H-indene.The hydrocarbon, 13H-fluorenoperylene (XXIII), has been prepared by two different routes.A few fluorenone derivatives have also been prepared by the cyclisation of the aromatized adducts, obtained by the condendation of the dienes with phenylpropiolic acid.
