Heterocycles and their derivatives have long been of interest for use in advanced electronic applications. Due to their unique properties including environmental stability, high processibility, and low production cost, organic-based electronic materials are an attractive alternative to conventional inorganic semiconductors. The growing interest and demand for alternative energy and next generation electronic devices has led to the incorporation of aromatic heterocycles into field-effect transistors (FETs), organic light-emitting diodes (OLEDs), and organic photovoltaic (OPV) cells. One such class of heterocycles, pyridazines (6 membered aromatic rings containing two adjacent nitrogen atoms), represents an alluring building block for electronic materials due to their ease of synthesis and stability. However, very little is known about the materials properties of pyridazines or the feasibility of incorporating pyridazines into electronic devices. Our current investigation focuses on pyridazines and their the transition metal fused-ring pyridazine complexes bound ?5 to a metal through a Cp moiety. By including a transition metal into the pyridazine, we hope to create hybrid materials, which blend the synthetic versatility of organics with the novel structural and electronic properties that inorganic moieties possess. We have found that due to the relative instability of the free pyridazines, the formation of the more stabile cymantrene complexes [M(CO)3{?5-1,2-C5H3(1,4-(R)2N2C2}] (M = Mn, Re). We report the synthesis and characterization of several pyridazyl complexes that have the potential to be incorporated into electronic devices.

Synthesis and characterization of some group VII pyridazyl complexes

246th National Meeting (2013)

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