Mono(arylhydrazino)acenaphthenones as a platform for the design of NIR chromophores based on Pd(II)-BIAN complexes Full article
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New Journal of Chemistry
ISSN: 1369-9261 , E-ISSN: 1144-0546 |
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| Output data | Year: 2023, Volume: 47, Number: 40, Pages: 18825-18834 Pages count : 10 DOI: 10.1039/d3nj03832g | ||||
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Funding (1)
| 1 | Russian Science Foundation | 23-23-10062 |
Abstract:
A new synthetic procedure for mono(arylhydrazino)acenaphthenones Ph-mhan (1) and 2-tol-mhan (2), based on the reaction of acenaphthenequinone with an arylhydrazonium salt, has been developed. These compounds were used further to obtain a series of heteroleptic cationic palladium(II) complexes containing bis(arylimino)acenaphthene (Ar-bian) and mono(arylhydrazino)acenaphthenone (Ar-mhan) ligands: [Pd(tmp-bian)(Ph-mhan)](CF3SO3)2 (3), [Pd(tmp-bian)(2-tol-mhan)](CF3SO3)2, (4), and [Pd(dpp-bian)(Ph-mhan)](CF3SO3)2 (5). The resulting compounds were characterized by X-ray diffraction analysis, 1H NMR, IR and UV spectroscopy, cyclic voltammetry, and quantum chemical calculations. All complexes show a reversible reduction at −0.31 to −0.41 V (vs. Ag/AgCl) localized on the Ar-bian ligand, followed by an irreversible reduction at −1.27 to −1.46 V (vs. Ag/AgCl) of the Ar-mhan moiety. Electronic absorption spectra of 3–5 reveal a characteristic band in the near-IR region (∼700 nm), corresponding to the intramolecular ligand-to-ligand charge transfer (LL′CT) from Ar-mhan (π-donor) to Ar-bian (π-acceptor).
Cite:
Bakaev I.V.
, Romashev N.F.
, Komlyagina V.I.
, Samsonenko D.G.
, Gushchin A.L.
Mono(arylhydrazino)acenaphthenones as a platform for the design of NIR chromophores based on Pd(II)-BIAN complexes
New Journal of Chemistry. 2023. V.47. N40. P.18825-18834. DOI: 10.1039/d3nj03832g WOS Scopus РИНЦ OpenAlex
Mono(arylhydrazino)acenaphthenones as a platform for the design of NIR chromophores based on Pd(II)-BIAN complexes
New Journal of Chemistry. 2023. V.47. N40. P.18825-18834. DOI: 10.1039/d3nj03832g WOS Scopus РИНЦ OpenAlex
Dates:
| Accepted: | Sep 21, 2023 |
| Published online: | Sep 21, 2023 |
| Published print: | Oct 27, 2023 |
| Submitted: | Aug 16, 2923 |
Identifiers:
| Web of science: | WOS:001077139500001 |
| Scopus: | 2-s2.0-85174385098 |
| Elibrary: | 63389096 |
| OpenAlex: | W4386932940 |