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Aging and Ball-Milling as Low-Energy and Environmentaly-Friendly Methods for the Synthesis of Pd(II) Photosensitizers


Juribašić, Marina; Halasz, Ivan; Babić, Darko; Cinčić, Dominik; Plavec, Janez; Ćurić, Manda
Aging and Ball-Milling as Low-Energy and Environmentaly-Friendly Methods for the Synthesis of Pd(II) Photosensitizers // Organometallics, 33 (2014), 5; 1227-1234 doi:10.1021/om500008v (međunarodna recenzija, članak, znanstveni)


Naslov
Aging and Ball-Milling as Low-Energy and Environmentaly-Friendly Methods for the Synthesis of Pd(II) Photosensitizers

Autori
Juribašić, Marina ; Halasz, Ivan ; Babić, Darko ; Cinčić, Dominik ; Plavec, Janez ; Ćurić, Manda

Izvornik
Organometallics (0276-7333) 33 (2014), 5; 1227-1234

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Aging; mechanochemistry; azobenzene; dipalladated complexes; phosphines

Sažetak
Simple and efficient solid-state synthetic methods, aging and ball milling (liquid-assisted grinding, LAG), have been employed to achieve reactions of triphenylphosphine (tpp) and 1, 1′-bis(diphenylphosphino)ferrocene (dppf) with dicyclopalladated azobenzenes (DMF)PdCl(mu-R1C6H3N=NC6H3R2)PdCl(DMF), R1 = H, OCH3, N(CH3)2 and R2 = H, NO2. For the first time the aging processes have been applied in the formation of Pd(II) heteroleptic complexes. Both synthetic procedures lead to four types of tetra- or pentacoordinated complexes (tpp)PdCl{; ; ; ; (mu-Cl)(mu-R1C6H3N=NC6H3R2)}; ; ; ; Pd(tpp) 1A-3A, (tpp)2PdCl(mu-R1C6H3N=NC6H3R2)PdCl(tpp)2 1B-3B, PdCl{; ; ; ; (mu-Cl)(mu-R1C6H3N=NC6H3R2)}; ; ; ; Pd(dppf) 1C-3C and (dppf)PdCl(mu-R1C6H3N=NC6H3R2)PdCl(dppf) 1D-3D in which azobenzenes simultaneously act as monodentate C- and bidentate C, N-donors (A, B and C complexes) or, for the first time, only as double C-donors (D complexes). Although their formation requires complex intramolecular transformations, aging and ball milling have been proved to be efficient synthetic methods. All products have been fully characterized in solid state and solution. Solid-state structures of complexes have been resolved by a single crystal or powder X-ray diffraction (PXRD) and solid-state NMR spectroscopy. Their electronic structures have been rationalized by the quantum-chemical calculations. The structural features of complexes and their stability in solutions have been evaluated by 1H and 31P NMR spectroscopy along with the ESI-MS spectrometry. The absorption and emission properties of complexes have been studied and the nature of their electronic transitions in the low energy region has been examined by TD-DFT calculations. Significant fluorescence observed for the complexes with 4-dimethylamino-4'-nitroazobenzene ligand at room temperature in solid state and/or in the solution makes them interesting for potential applications as photoactive units in optical devices.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
098-0982904-2953 - Studij utjecaja svojstava alumosilikatnih prekursora na njihove transformacije (Josip Bronić, )
098-0982915-2950 - Dizajn, sinteza i svojstva organskih liganada i njihovih metalnih kompleksa (Manda Ćurić, )
119-1193079-3069 - Novi organski i koordinacijski spojevi - sinteza i suodnos struktura-svojstvo (Branko Kaitner, )

Ustanove
Institut "Ruđer Bošković", Zagreb,
Prirodoslovno-matematički fakultet, Zagreb

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


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