The synthesis of the first series of monodispersed oligo(fluorenylidene)s is reported. The synthetic sequence envisages as key steps the obtainment (a) of a bis-pinacolboronate fluorenylidene dimer by a Ni(cod)2 promoted homocoupling of the suitable 7-bromo-fluorenylidene boronic ester and (b) of the bis-pinacolboronate fluorenylidene trimer and tetramer by a Ni(cod)2 promoted coupling of a 7-bromo-fluorenylidene boronic ester with 0.5 equiv of the corresponding 2,7-dibromofluorenylidene derivative. The optical properties of the obtained oligomers were studied. In the case of OF3 the optical behaviour was compared to that of a suitably synthesized fluorenone-containing model compound
Synthesis and optical behaviour of monodispersed oligo(fluorenylidene)s / Grisorio, R.; Mastrorilli, Pietro; Ciccarella, G.; Suranna, Gian Paolo; Nobile, C. F.. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 49:13(2008), pp. 2078-2082. [10.1016/j.tetlet.2008.01.126]
Synthesis and optical behaviour of monodispersed oligo(fluorenylidene)s
Grisorio, R.;MASTRORILLI, Pietro;SURANNA, Gian Paolo;
2008-01-01
Abstract
The synthesis of the first series of monodispersed oligo(fluorenylidene)s is reported. The synthetic sequence envisages as key steps the obtainment (a) of a bis-pinacolboronate fluorenylidene dimer by a Ni(cod)2 promoted homocoupling of the suitable 7-bromo-fluorenylidene boronic ester and (b) of the bis-pinacolboronate fluorenylidene trimer and tetramer by a Ni(cod)2 promoted coupling of a 7-bromo-fluorenylidene boronic ester with 0.5 equiv of the corresponding 2,7-dibromofluorenylidene derivative. The optical properties of the obtained oligomers were studied. In the case of OF3 the optical behaviour was compared to that of a suitably synthesized fluorenone-containing model compoundI documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
