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Synthesis and optical behaviour of monodispersed oligo(fluorenylidene)s |
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| Authors: | Roberto Grisorio Giuseppe Ciccarella Cosimo Francesco Nobile |
| Institution: | a Department of Water Engineering and Chemistry (DIAC), Polytechnic of Bari, via Orabona, 4 I-70125 Bari, Italy b National Nanotechnology Laboratory (NNL) of INFM-CNR, Distretto Tecnologico ISUFI, via Arnesano, and Dipartimento di Ingegneria dell’Innovazione, Università del Salento, via Arnesano, 73100 Lecce, Italy |
| 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 compound. |
| Keywords: | Fluorenylidene Monodispersed oligomers Ni(cod)2-promoted coupling Fluorenone |
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