Recent advances in 1,10-phenanthroline ligands for chemosensing of cations and anions

Alreja, Priya; Kaur, Navneet

doi:10.1039/c6ra00150e

Cited by 86 publications

(50 citation statements)

References 238 publications

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“…These complexes may bind various biomolecules and are used as enzyme inhibitors, biomarkers and biosensors . Synthetic chemistry of 1,10‐phenanthrolines is rich and provides various routes to fluorescent chemosensors and chemodosimeters . Varying structural featured of the ligands and the complexes, such as the nature, the number and position of substituents in the phenanthroline ring, the number of the phenanthroline ligands at metal centers, the selectivity and sensitivity of sensing can be finely tuned ,…”

Section: Amination Of Halogenophenanthrolines Phen With Aminementioning

confidence: 99%

Tuning the Luminescent Properties of Ruthenium(II) Amino‐1,10‐Phenanthroline Complexes by Varying the Position of the Amino Group on the Heterocycle

et al. 2019

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Eight 1,10‐phenanthrolines bearing one or two 2‐(1‐adamantyloxy)ethylamino substituents attached to different positions of the heterocyclic core were prepared according to SNAr or palladium‐catalyzed amination reactions. Their reaction with cis‐Ru(bpy)2Cl2 (bpy=2,2’‐bipyridine) was investigated and Ru(bpy)2(L)(PF6)2 (phen=1,10‐phenanthroline) (L=amino‐substituted 1,10‐phenanthroline) complexes were obtained in good yields. The electronic structure and emissive properties of these complexes are strongly dependent on the position of the amino substituent in the heterocycle. Emission bands of the complexes bearing 2‐ and 4‐substituted 1,10‐phenanthroline ligands are red‐shifted (up to 56 nm) and less intense compared to that of the parent [Ru(phen)(bpy)2](PF6)2. In contrast, the introduction of the substituent in 3‐ or 5‐position of 1,10‐phenanthroline ring induces only small decrease of luminescence and the brightness of the complex with the 3‐substituted ligand is comparable to that of the parent complex.

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Section: Amination Of Halogenophenanthrolines Phen With Aminementioning

confidence: 99%

Tuning the Luminescent Properties of Ruthenium(II) Amino‐1,10‐Phenanthroline Complexes by Varying the Position of the Amino Group on the Heterocycle

et al. 2019

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“…Compared to the bipyridine systems, the vast potential of disubstituted‐[1‐10]‐phenanthroline derivatives as NLO materials remains largely unexplored . The phenanthroline unit is one of the most common ligands in supramolecular photochemistry: it possesses an extended π system and shows relative inertness towards chemical reactions, other than salt formation and chelation.…”

Section: Introductionmentioning

confidence: 99%

“…Compared to the bipyridine systems, the vast potential of disubstituted-[1-10]-phenanthroline derivatives as NLO materials remains largely unexplored. [29][30][31] The phenanthroline unit is one of the most common ligands in supramolecular photochemistry: it possesses an extended p system and shows relative inertness towards chemical reactions, other than salt formation and chelation. Furthermore, it can act as an acceptor group due to the deficiency of electron density while the nitrogen atoms may act as a bidentate preorganized ligand to form five membered chelate rings with either a metal or hydrogen ion.…”

Section: Introductionmentioning

confidence: 99%

New Styryl Phenanthroline Derivatives as Model D−π−A−π−D Materials for Non‐Linear Optics

et al. 2018

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Four novel push-pull systems combining a central phenanthroline acceptor moiety and two substituted benzene rings, as a part of the conjugated π-system between the donor and the acceptor moieties, have been synthetized through a straightforward and efficient one-step procedure. The chromophores display high fluorescence and a peculiar fluorosolvatochromic behaviour. Ultrafast investigation by means of state-of-the-art femtosecond-resolved transient absorption and fluorescence up-conversion spectroscopies allowed the role of intramolecular charge transfer (ICT) states to be evidenced, also revealing the crucial role played by both, the polarity and proticity of the medium on the excited state dynamics of the chromophores. The ICT processes, responsible for the solvatochromism, also lead to interesting non-linear optical (NLO) properties: namely great two photon absorption cross-sections (hundreds of GM), investigated by the Two Photon Excited Fluorescence (TPEF) technique, and large second order hyperpolarizability coefficients, estimated through a convenient solvatochromic method.

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“…[20,21b,21c,22] Yet the rewards of isolating a species with a long lived fluorescent unit such as [Ru(bipy) 3 ] 2+ adjacent to an enclosed three dimensional cavity offers significant opportunities for the selective recognition of small molecules. [24] It has been shown to be of interest in the selective detection of anions, [4b,19,21a] but this has not been replicated with the successful recognition of cations. Nabeshima et al have reported a cavity with a suitable extended cavity space with a degree of selectivity for divalent cations such as Ca 2+ and Mg 2+ , but the protonation of a central nitrogen resulted in some interesting and unexplained effects.…”

Section: Introductionmentioning

confidence: 99%

A Tripodal Ruthenium(II) Polypyridyl Complex with pH Controlled Emissive Quenching

et al. 2018

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A tripodal podand has been prepared and complexed to ruthenium(II) creating a metal complex with C3‐symmetry and an enclosed cavity. The complex shows the anticipated enhanced emission when compared to [Ru(bipy)3]2+ in acetonitrile. The emission from this cryptand like structure is invariant to the introduction of monovalent cations in aqueous solution, but a significant drop in the emission was observed with increasing pH over a very broad pH range (3 to 12). This is attributed to an N to t2g electron transfer in the excited‐state in the unprotonated form with a transfer rate of the order of 4.2 × 105 s–1. The crystal structure indicates the inclusion of water within the cavity suggesting that the protonation of a tertiary amine can be effectively moderated by a water molecule held in close proximity within a rigid cavity.

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Recent advances in 1,10-phenanthroline ligands for chemosensing of cations and anions

Abstract: This review encompasses and highlights recent developments of 1,10-phenanthroline ligands behaving as a customized moiety used in recognition and sensing of cations and anions.

Cited by 86 publications

References 238 publications

Tuning the Luminescent Properties of Ruthenium(II) Amino‐1,10‐Phenanthroline Complexes by Varying the Position of the Amino Group on the Heterocycle

Tuning the Luminescent Properties of Ruthenium(II) Amino‐1,10‐Phenanthroline Complexes by Varying the Position of the Amino Group on the Heterocycle

New Styryl Phenanthroline Derivatives as Model D−π−A−π−D Materials for Non‐Linear Optics

A Tripodal Ruthenium(II) Polypyridyl Complex with pH Controlled Emissive Quenching

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