Lei Gao -  Mono- and Di-Gold(I) Naphthalenes and Pyrenes: Syntheses, Crystal Structures, and Photophysics

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  Publication Details (including relevant citation   information):

  Organometallics, 2009, 28(19), 5669-5681


  (Phosphine)- and (N-heterocyclic carbene)gold(I) derivatives of   naphthalene and pyrene are reported, containing one or two gold   atoms per hydrocarbon. The new complexes are prepared by   arylation of gold(I) substrates by arylboronic acids or aryl   pinacolboronate esters in the presence of cesium carbonate.   Isolated yields range from 52% to 98%. The boron precursors   themselves derive from the parent hydrocarbon, where boron is   installed in an iridium-catalyzed reaction, or from the aromatic   bromides, which are borylated with palladium catalysis. Most of   the new gold(I) complexes are air- and moisture-stable colorless   solids; they are characterized by multinuclear NMR and optical   spectroscopy, combustion analysis, and high-resolution mass   spectrometry. X-ray diffraction crystal structures are reported   for seven. Gold binding red-shifts optical absorption profiles,   which are characteristic of the aromatic skeleton. All compounds   show triplet-state luminescence, and dual singlet and triplet   emission occurs in some instances. Phosphorescence persists for   milliseconds at 77 K and for hundreds of microseconds at room   temperature. The compounds’ photophysical characteristics, along   with time-dependent density-functional theory calculations,   suggest emission from ππ* states of the aromatic core.   Triplet-state geometry optimization finds minimal geometric   rearrangement upon one-electron promotion from the (singlet)   ground state.

  Address (URL): http://pubs.acs.org/doi/abs/10.1021/om9005214?prevSearch=%255Bauthor%253A%2BLei% 2BGao%255D&searchHistoryKey=