Synthesis and coordination chemistry of N-doped polyphenylenes

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.

DOI: http://dx.doi.org/10.4038/ouslj.v6i0.4114

OUSL Journal (2010) Vol. 6, (pp. 59- 74)