The use of a monoorganotin derivative of pyrene in the palladium(0)-catalyzed synthesis of a new metal-cation complexing molecule displaying excited state charge transfer properties

Rodriguez, Alain L.; Peron, Guillaume; Duprat, C.; Vallier, Martine; Fouquet, Éric; Fagès, Frédéric

doi:10.1016/s0040-4039(97)10811-5

Cited by 30 publications

(24 citation statements)

References 23 publications

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“…Fluorescence emission in these systems is therefore quite sensitive to solvent polarity and arises from an excitedstate with a more planar geometry than that of the ground state. This could be observed in the case of the bpy-pyrene ligands 10 and 11 [41,42] (Fig. 5) and confirmed with the study of a series of phen-pyrene compounds [43].…”

Section: Effect Of Extended P-conjugation In Polypyridine Ligandssupporting

confidence: 85%

Polypyridine ligands with extended π-conjugation: highly tunable fluorophores

Leroy‐Lhez¹,

Fagès²

2005

Comptes Rendus. Chimie

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Section: Effect Of Extended P-conjugation In Polypyridine Ligandssupporting

confidence: 85%

Polypyridine ligands with extended π-conjugation: highly tunable fluorophores

Leroy‐Lhez¹,

Fagès²

2005

Comptes Rendus. Chimie

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“…This electron transfer process, sometimes called donor-excited photoinduced electron transfer (d-PeT) because the excited fluorophore is the electron donor [43], quenches the anthryl emission in the solvents that were applied in this study [40]. Sohna et al reported bipy-containing compounds 2 [41] and 3 [42] (Fig. 2b); the pyrene emission of both compounds is similarly diminished upon zinc(II) binding.…”

Section: Zinc(ii)-dependent Emission Of Bipy-appended Fluorophoresmentioning

confidence: 99%

5-Arylvinylene-2,2′-bipyridyls: Bright “push–pull” dyes as components in fluorescent indicators for zinc ions

Zhu

Younes

Zhao

et al. 2015

Journal of Photochemistry and Photobiology A: Chemistry

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This article reviews the zinc(II)-dependent photophysical properties of arylvinylbipyridines (AVBs), a class of fluoroionophores in which 2,2′-bipyridyl and an aryl moiety are electronically conjugated. Zinc(II) binding of an AVB may lead to an emission bathochromic shift of the fluoroionophore without diminishing its fluorescence quantum yield. This observation can be explained using the excited state model of electron donor–π bridge–electron acceptor “push–pull” fluorophores, in which the bipy moiety acts as an electron acceptor, and zinc(II)-coordination strengthens its electron affinity. The spectral sensitivity of bipy-containing fluoroionophores, such as AVBs, to zinc(II) can be exploited to prepare fluorescent indicators for this ion. In several cases, AVB moieties are incorporated in fluorescent heteroditopic ligands, so that the variation of zinc(II) concentration over a relatively large range can be correlated to fluorescence changes in either intensity or color. AVB fluoroionophores are also used to introduce an intramolecular Förster resonance energy transfer (FRET) strategy for creating zinc(II) indicators with high photostability and a narrow emission band, two desired characteristics of dyes used in fluorescence microscopy.

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“…[10][11][12] In that connection, we had reported previously on dyad and triad molecules in which pyren-1-yl or pyrene-1,6-diyl units, respectively, are connected to the 2,2Ј-bipyridine (bpy) moiety by a single C-C bond. [13,14,17] Recently, rod-like bpy-pyrene dyads, such as compound 1, containing a phenylene ethynylene unit as rigid bridge were shown to display outstanding photophysical features owing to extended conjugation. [15,16] In particular, the singlet and triplet excited state properties of 1 were found to be dramatically sensitive to the binding of metal ions, such as zinc(ii) and ruthenium(ii).…”

Section: Introductionmentioning

confidence: 99%