Synthesis and coordination chemistry of N-doped polyphenylenes
Open University of Sri Lanka, LK
Professor S.D. Perera is attached to the Department of Chemistry of the Open University of Sri Lanka. His research interests are in the fields of inorganic and organometallic chemistry including transition metal catalysis. Since 2005, he has been involved in research collaboration with Professor Sylvia Draper to develop synthetic routes to novel polycyclic aromatic hydrocarbons.
Professor S.M. Draper is the Head of Inorganic and Synthetic Materials Chemistry at Trinity College of the University of Dublin. Her Research group investigates optical, electrochemical and physical properties of novel N- and S-doped graphenes and advanced materials.
The N-doped polyphenylene derivatives are expected to show interesting optical, electrochemical and structural properties. 8-Azafluoranthene ligands (2a) and (2b) were prepared by a Diels-Alder cycloaddition reaction between 2-cyanopyridine and the corresponding cyclopentadienone. Treatment of [Mo(CO)4(piperidine)2] with ligands (2) gave the tetracarbonylmolybdenum(0) complexes [Mo(CO)4(2)] (3), in which the ligand is coordinated to the metal through both nitrogen donors. Treatment of (2b) with [Pd(OAc)2] gave the cyclometallated Pd(II) complex [Pd(OAc)(L)] (4a), in which L is an anionic terdentate-ligand. Treatment of (2b) with [PdCl2(NCPh)2] gave the complex [PdCl(L)] (4b). The acetate group of (4a) can be easily replaced by halide ions to give [PdCl(L)] (4b), [PdBr(L)] (4c) and [PdI(L)] (4d), respectively. Treatment of (4a) with DMAP and PPh3 in dichloromethane and the subsequent addition of NH4PF6 in methanol gave the corresponding salts [Pd(DMAP)(L)]PF6 (6a) and [Pd(PPh3)(L)]PF6 (6b), respectively.