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Orbital interactions between nitrogen’s 2p-orbital, 2p(N), and the higher-lying HOMO/LUMO would push-up the latter even higher. This destabilization effect exerted by an amino explains the high-lying LUMO of the 2,2′-dipyridyl amine (HDPA) ancillary ligand, as well as the high-lying LUMO in Ir(ppy) 2 HDPA + (ppy=2-phenylpyridine). The pi-destabilization effect on MOs exerted by a fluoro...
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