1,10-Phenanthrolines with Tunable Luminescence upon Protonation: A Spectroscopic and Computational Study (Articolo in rivista)

Type

• Prodotto della ricerca (Classe)
• Articolo in rivista (Classe)

Label

• 1,10-Phenanthrolines with Tunable Luminescence upon Protonation: A Spectroscopic and Computational Study (Articolo in rivista) (literal)

Anno

• 2007-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

• 10.1021/jp0723766 (literal)

Alternative label

• Listorti A.; Degli Esposti A.; Kishore R. S. K.; Kalsani V.; Schmittel M.; Armaroli N. (2007)
  1,10-Phenanthrolines with Tunable Luminescence upon Protonation: A Spectroscopic and Computational Study
  in The journal of physical chemistry. A; American Chemical Society, Washington (Stati Uniti d'America)
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• Listorti A.; Degli Esposti A.; Kishore R. S. K.; Kalsani V.; Schmittel M.; Armaroli N. (literal)

Pagina inizio

• 7707 (literal)

Pagina fine

• 7718 (literal)

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• Supporting Information Available: NMR characterization data sheets of 2, 3, 6, 8, and figures showing absorption and emission titrations of 1, 3, 4, 7, and 9 in CH2Cl2, luminescence properties of 1-9 in CH3CN, and calculated wavelengths and oscillator strengths of 1-9 and their protonated forms for transitions from 1S0 to 1S1 and 1S2, followed by a brief comment. This material is available free of charge via the Internet at http://pubs.acs.org/doi/suppl/10.1021/jp0723766 (literal)

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• http://dx.doi.org/10.1021/jp0723766 (literal)

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• 111 (literal)

Rivista

• ?The ?journal of physical chemistry. A (Rivista)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#note

• In: Journal of Physical Chemistry A, vol. 111 (32) pp. 7707 - 7718. ACS PUBLICATIONS, 2007. (literal)

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• 12 (literal)

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• 32 (literal)

Note

• Scopu (literal)
• ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• Istituto per la Sintesi Organica e la Fotoreattività, Consiglio Nazionale delle Ricerche, Via Gobetti 101, 40129 Bologna, Italy Istituto per la Sintesi Organica e la Fotoreattività, Consiglio Nazionale delle Ricerche, Via Gobetti 101, 40129 Bologna, Italy Center of Micro and Nanochemistry and Engineering, Organische Chemie I, Universität Siegen, Adolf-Reichwein-Strasse, D-57068 Siegen, Germany Center of Micro and Nanochemistry and Engineering, Organische Chemie I, Universität Siegen, Adolf-Reichwein-Strasse, D-57068 Siegen, Germany Center of Micro and Nanochemistry and Engineering, Organische Chemie I, Universität Siegen, Adolf-Reichwein-Strasse, D-57068 Siegen, Germany Istituto per la Sintesi Organica e la Fotoreattività, Consiglio Nazionale delle Ricerche, Via Gobetti 101, 40129 Bologna, Italy (literal)

Titolo

• 1,10-Phenanthrolines with Tunable Luminescence upon Protonation: A Spectroscopic and Computational Study (literal)

Abstract

• We have synthesized nine 2,9-aryl-substituted 1,10-phenanthrolines (1-9) with the aim of rationalizing their electronic absorption and luminescence properties in both the basic and acid form. The latter are generated upon addition of trifluoroacetic acid to CH2Cl2 solutions of 1-9 and their formation is unambiguously evidenced by UV-vis absorption and 1H NMR spectroscopy. 1-9 can be subdivided into three groups, depending on their chemical structure and luminescence behavior. 1-3 are symmetrically substituted p-dianisylphenanthrolines which exhibit relatively intense violet fluorescence in CH2Cl2 (lambda_max ca. 400 nm, Phi_fl = 0.12-0.33) and are strongly quenched and substantially red-shifted upon protonation (lambda_max ca. 550 nm, Phi_fl = 0.010-0.045). 4-5 are 2,6-dimethoxyphenylphenanthrolines with faint luminescence in both the basic and acid form. 6-9 are various unsymmetric aryl-substituted-phenanthrolines and their relatively strong fluorescence (lambda_max ca. 400 nm, Phi_fl = 0.08-0.24) is red-shifted and substantially enhanced following protonation (lambda_max ca. 475 nm, Phi_fl = 0.16-0.50). The markedly different trends in the electronic absorption and fluorescence spectra are rationalized by means of both time-dependent Hartree-Fock and density functional theory by using hybrid functionals to assign the excited states. Interestingly, protonation of 1-9 also occurs in spin-coated films simply exposed to vapors of acid, and the reaction can be signaled by the color tuning of the emission signal (vapoluminescence). This observation makes substituted phenanthrolines potential candidates as proton sensors also in the solid phase. (literal)

Editore

• American Chemical Society (Editore)

Prodotto di

• Materiali Avanzati per la COnversione di energia Luminosa (MACOL) (PM.P04.010.001) (Modulo)
• Institute for organic syntheses and photoreactivity (ISOF) (Istituto)

Autore CNR

• ANDREA LISTORTI (Persona)
• NICOLA ARMAROLI (Persona)
• ALESSANDRA DEGLI ESPOSTI (Unità di personale interno)

Insieme di parole chiave

• Parole chiave di "1,10-Phenanthrolines with Tunable Luminescence upon Protonation: A Spectroscopic and Computational Study" (Insieme di parole chiave)

Incoming links:

Prodotto

• Institute for organic syntheses and photoreactivity (ISOF) (Istituto)
• Materiali Avanzati per la COnversione di energia Luminosa (MACOL) (PM.P04.010.001) (Modulo)

Autore CNR di

• ALESSANDRA DEGLI ESPOSTI (Unità di personale interno)
• NICOLA ARMAROLI (Persona)
• ANDREA LISTORTI (Persona)

Editore di

• American Chemical Society (Editore)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• ?The ?journal of physical chemistry. A (Rivista)

Insieme di parole chiave di

• Parole chiave di "1,10-Phenanthrolines with Tunable Luminescence upon Protonation: A Spectroscopic and Computational Study" (Insieme di parole chiave)