Complexed nitrogen heterosuperbenzene: the coordinating properties of a remarkable ligand

Journal of the American Chemical Society
Sylvia M DraperPaolo Passaniti

Abstract

Tetra-peri-(tert-butyl-benzo)-di-peri-(pyrimidino)-coronene 1, the parent compound of the nitrogen heterosuperbenzene family N-HSB, is employed as a novel monotopic ligand in the formation of [Pd(eta3-C3H5)(1)]PF6 2 and [Ru(bpy)2(1)](PF6)2 (where bpy = 2,2'-bipyridine 3a and d8-2,2'-bipyridine 3b). These N-coordinated complexes are fully characterized by 1H NMR and IR spectroscopy and ESI-MS. Metal coordination has a profound effect on both the absorption and the emission properties of 1. Pd(II) coordination causes a red-shift in the low-energy absorptions, a decrease in the intensity of the n-pi absorptions, and a quenching of the emission. Ru(II) coordination causes absorption throughout the visible region and creates two new complexes that join an elite group of compounds known as "black" absorbers. 3a and 3b possess two discernible 1MLCT bands. The one of exceptionally low energy (lambda(max) = 615 nm) has an associated (3)MLCT emission (lambda(max) = 880 nm) due to the unprecedented electron delocalization and acceptor properties of the rigid aromatic N-HSB 1. Both Ru(II) complexes are near-IR emitters with unusually protracted emission lifetimes of 320 ns at 77 K. They are photochemically inert, and their electrochemical ...Continue Reading

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Citations

Jul 20, 2007·Journal of Molecular Modeling·Roberto Salcedo
May 15, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·Aaron A RachfordFelix N Castellano
Mar 15, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Amlan K Pal, Garry S Hanan
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