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Photodelivery of CO by Designed PhotoCORMs: Correlation between Absorption in the Visible Region and Metal-CO Bond Labilization in Carbonyl Complexes

Chakraborty, Indranil ; Carrington, Samantha J. ; Mascharak, Pradip K.

ChemMedChem, 2014-06, Vol.9 (6), p.1266-1274 [Periódico revisado por pares]

Weinheim: WILEY-VCH Verlag

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  • Título:
    Photodelivery of CO by Designed PhotoCORMs: Correlation between Absorption in the Visible Region and Metal-CO Bond Labilization in Carbonyl Complexes
  • Autor: Chakraborty, Indranil ; Carrington, Samantha J. ; Mascharak, Pradip K.
  • Assuntos: Carbon Monoxide - chemistry ; Carbon Monoxide - metabolism ; carbonyl ligands ; Coordination Complexes - chemical synthesis ; Coordination Complexes - chemistry ; Crystallography, X-Ray ; drug design ; Ligands ; Light ; manganese ; Manganese - chemistry ; Metals - chemistry ; Molecular Conformation ; Photolysis ; Pyridines - chemistry ; Quantum Theory ; rhenium ; Rhenium - chemistry
  • É parte de: ChemMedChem, 2014-06, Vol.9 (6), p.1266-1274
  • Notas: ArticleID:CMDC201402007
    NSF - No. DMR-1105296
    istex:585BBF599E2101C73CBC03D1C0C52ED88842EBB3
    ark:/67375/WNG-C4V19JNN-4
    ObjectType-Article-1
    SourceType-Scholarly Journals-1
    ObjectType-Feature-2
    content type line 23
  • Descrição: The therapeutic potential of photoactive CO‐releasing molecules (photoCORMs) have called for close examination of the roles of the ligand(s) and the central metal atoms on the overall photochemical labilization of the metal–CO bonds. Along this line, we have synthesized four metal complexes, namely, [MnBr(azpy)(CO)3] (1), [Mn(azpy)(CO)3(PPh3)]ClO4 (2), [ReBr(azpy)(CO)3] (3), and [Re(azpy)(CO)3(PPh3)]ClO4 (4), derived from 2‐phenylazopyridine. These complexes were characterized by spectroscopic and crystallographic studies. Although both 1 and 3 exhibit strong metal‐to‐ligand charge‐transfer bands in the 500–600 nm region, only 1 photoreleases CO upon illumination with visible light. Results of theoretical studies were used to gain insight into this surprising difference. Strong spin‐orbit coupling (prominent in heavy metals) appears to promote intersystem crossing to a triplet state in 3, a step that discourages CO release upon illumination with visible light. Slow release of CO from 2 and 4 also indicates that strong σ‐donating ligands, such as Br−, accelerate the rate of CO photorelease relative to π‐acid ligands, such as PPh3. Break it up! Despite strong absorptions in the visible range, [MnBr(azpy)(CO)3] and [ReBr(azpy)(CO)3], two structurally and electronically similar metal–carbonyl complexes, exhibit very different CO photolability upon exposure to visible light. Our theoretical study results that explain these differences may be useful to future studies of photoactive CO‐donating drugs triggered by visible/near‐IR light.
  • Editor: Weinheim: WILEY-VCH Verlag
  • Idioma: Inglês;Alemão
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  • Realização: ABCD-USP USP   Logos de Redes Sociais: Freepik

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