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Parusel, Andreas B. J.; Rechthaler, Karl; Piorun, D.; Danel, A.; Khatchatryan, Karen; Rotkiewicz, Krystyna; Köhler, Gabriele

doi:10.1023/a:1020580700692

Cited by 37 publications

(8 citation statements)

References 13 publications

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“…It has to be pointed out that although the methods based on the solvatochromism contain several approximations, a good agreement has been observed for many compounds between the β values estimated in this simple way and those experimentally determined by more sophisticated spectroscopic techniques (electric field-induced second harmonic and Hyper–Rayleigh Scattering) and those theoretically predicted. , The solvatochromic method gives as a result the β CT contribution (which corresponds to the β xxx component of the tensor).…”

Section: Experimental Sectionmentioning

confidence: 81%

Energy-Transfer and Charge-Transfer Dynamics in Highly Fluorescent Naphthalimide–BODIPY Dyads: Effect of BODIPY Orientation

et al. 2019

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We report evidence for photoinduced energy transfer from the naphthalimide (NI) to the BODIPY in NI−BODIPY dyads. Three dyads (1a, 1b, and 1c) were investigated, characterized by different positions of attachment of the BODIPY to the conjugated bridge (meso-, β-, and α-). The time-resolved spectroscopic results showed that the intramolecular energy-transfer rate is enhanced for the dyads characterized by the unusual β-(1b) and α-(1c) with respect to the largely employed meso-(1a) substitution. All of the dyads were strongly fluorescent. Fluorescence quantum yields and lifetimes were interestingly enhanced in the dyads with respect to the monomers (NI and BODIPY). These properties together with their two-photon absorption ability make these bichromophoric systems excellent candidates as fluorescent probes for bioimaging. In the β-substituted dyad, intramolecular charge transfer takes place following energy transfer. The concerted energy-and charge-transfer dynamics is appealing for solar energy conversion to electricity. Our findings represent a step forward in structure properties understanding and may guide the design of most efficient BODIPY-containing dyads.

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Section: Experimental Sectionmentioning

confidence: 81%

Energy-Transfer and Charge-Transfer Dynamics in Highly Fluorescent Naphthalimide–BODIPY Dyads: Effect of BODIPY Orientation

et al. 2019

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“…The compounds 9 and 10 were characterized by IR, 1 H NMR, mass and elemental analysis given in experimental part. The compound 10 showed bathchromic shift in UV due to presence of substituted pyrrole as a donor and pyridine as acceptor [25]. It was observed that compound 4a showed max 362 nm, fluorescent at 394 nm while compound 10a showed max 374 nm, fluorescent at 404 nm and 10b showed max 392 nm, fluorescent at 417 nm (Scheme 2).…”

Section: Resultsmentioning

confidence: 99%

An efficient synthesis of pyrazolo[3,4‐b]pyrrolo[2,3‐d]pyridines from 5‐aminopyrazoles and cyclic β‐keto ester

Toche

Ghotekar

Kendre

et al. 2008

Journal of Heterocyclic Chem

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“…The 4-N,N-dimethylaminophenyl derivatives of bis-pyrazolo [3,4-b;4′,3′-e]pyridine (DMA-DMPP) and pyrazolo [3,4-b]quinoline (DMA-DPPQ) (Fig. 1) are further representatives of bulky π-electron donor-acceptor compounds and were recently investigated in some detail both experimentally and semi-empirically (10)(11)(12)(13)(14)(15)(16). It has been shown that pyrazoloquinoline derivatives are efficient blue emitters with absorption in the near-ultraviolet region and with a fluorescence quantum yield near to unity.…”

Section: Introductionmentioning

confidence: 99%

“…It has been shown that pyrazoloquinoline derivatives are efficient blue emitters with absorption in the near-ultraviolet region and with a fluorescence quantum yield near to unity. Substitution with a dimethylanilino donor group results in strongly solvent-polarity-dependent fluorescence properties (11,12). Derivatives of 3,5-dimethyl-1,7-diphenyl-bis-pyrazolo- [3,4-b;4′,3′-e]-pyridine (DMA-DMPP) with different substituents in position 4 are compounds showing intense fluorescence in the blue-green region and are considered for application as fluorescence standards and luminophores in organic lightemitting diodes (17)(18)(19)(20).…”

Section: Introductionmentioning

confidence: 99%

Effect of substituents on absorption and fluorescence properties of pyrazolo[3,4-b]pyrrolo[2,3-d]pyridines

Ghotekar¹,

Kazi²,

Jachak³

et al. 2008

Can. J. Chem.

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A convenient route was successfully developed for the synthesis of novel heterocycles such as pyrazolo [3,4-b]pyrrolo [2,3-d]pyridines (PPP) from pyrazolo [3,4-b]pyridines in good yield. The PPP derivatives synthesized were further studied for their photophysical properties, and it was observed that absorption and emission λ max changed, owing to the substituent effect at 4 positions. These compounds were obtained from highly reactive starting materials, 5-aminopyrazoles and α-acetyl γ-butyrolactone.Résumé : On a mis au point une voie réactionnelle qui permet de réaliser la synthèse de nouveaux hétérocycles, telles les pyrazolo[3,4-b]pyrrolo[2,3-d]pyridines (PPP) à partir de pyrazolo[3,4-b]pyridines, avec de bons rendements. On a soumis les dérivés PPP synthétisés à des études de leurs propriétés photophysiques et on a observé que les valeurs des λmax de leurs absorptions et de leurs émissions varient sous l'effet d'un changement dans la nature des substituants en position 4. On a obtenu ces composés à partir de produits de départ très réactifs, soit les 5-aminopyrazoles et l'α-acé-tyl-γ-butyrolactone.

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Untitled

Cited by 37 publications

References 13 publications

Energy-Transfer and Charge-Transfer Dynamics in Highly Fluorescent Naphthalimide–BODIPY Dyads: Effect of BODIPY Orientation

Energy-Transfer and Charge-Transfer Dynamics in Highly Fluorescent Naphthalimide–BODIPY Dyads: Effect of BODIPY Orientation

An efficient synthesis of pyrazolo[3,4‐b]pyrrolo[2,3‐d]pyridines from 5‐aminopyrazoles and cyclic β‐keto ester

Effect of substituents on absorption and fluorescence properties of pyrazolo[3,4-b]pyrrolo[2,3-d]pyridines

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