Hetero Cu(III)--Pd(II) Complex of a Dibenzo[g,p]chrysene-Fused Bisdicarbacorrole with Stable Organic Radical Character.

Bis-dicarbacorrole (bis-H) with two adj-CCNN subunits was synthesized by incorporating a dibenzo[g,p]chrysene moiety into the macrocyclic structure. The two trianionic cores in bis-H can stabilize two Cu(III) ions (bis-Cu) or concurrently a Cu(III) cation and a Pd(II) ion in the form of a hetero bis...

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Published in:Journal of the American Chemical Society Vol. 139; no. 42; pp. 15232 - 15239
Main Authors: Xian-Sheng Ke, Yongseok Hong, Peiyu Tu, Qing He, Lynch, Vincent M., Dongho Kim, Sessler, Jonathan L.
Format: Article
Published: American Chemical Society 10/25/2017
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Online Access:View this record in EBSCOhost
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      dt: 10/25/2017
      vid: 139
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      pub: American Chemical Society
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        10.1021/jacs.7b09167
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        atl: Hetero Cu(III)--Pd(II) Complex of a Dibenzo[g,p]chrysene-Fused Bisdicarbacorrole with Stable Organic Radical Character.
      aug:
        au:
          Xian-Sheng Ke
          Yongseok Hong
          Peiyu Tu
          Qing He
          Lynch, Vincent M.
          Dongho Kim
          Sessler, Jonathan L.
        affil:
          Department of Chemistry, The University of Texas at Austin, Austin, Texas 78712-1224, United States
          Department of Chemistry, Yonsei University, Seoul 03722, Korea
      su:
        Chrysene
        Electron paramagnetic resonance spectroscopy
        Cyclic voltammetry
        Density functional theory
        Current density (Electromagnetism)
      sug:
        subj:
          Chrysene
          Electron paramagnetic resonance spectroscopy
          Cyclic voltammetry
          Density functional theory
          Current density (Electromagnetism)
      ab: Bis-dicarbacorrole (bis-H) with two adj-CCNN subunits was synthesized by incorporating a dibenzo[g,p]chrysene moiety into the macrocyclic structure. The two trianionic cores in bis-H can stabilize two Cu(III) ions (bis-Cu) or concurrently a Cu(III) cation and a Pd(II) ion in the form of a hetero bis-metal complex (mix-Cu/Pd). As prepared, mix-Cu/Pd displays organic π radical character, as confirmed by various techniques, including electron paramagnetic resonance spectroscopy, cyclic voltammetry, femtosecond transient absorption measurements and DFT calculations. Radical formation is ascribed to one-electron transfer from the dicarbacorrole backbone to the Pd center allowing the d Pd(II) center to be accommodated in a square planner coordination geometry. Nucleus-independent chemical shift and anisotropy of the induced current density calculations provide support for the conclusion that bis-H and bis-Cu both display antiaromatic character and contain two formally 16 π-electron dicarbacorrole subunits. On this basis, we suggest that mix-Cu/Pd is best considered as containing a fused 15 π-electron nonaromatic radical subunit and a 16 π-electron antiaromatic subunit. The spectroscopic observations are consistent with these assignments.
      pubtype: Academic Journal
      doctype: Article
      src: R
    language: English
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