Nickel dithiolenes containing pendant thiophene units: precursors to dithiolene–polythiophene hybrid materials

Anjos, Tania; Roberts-Bleming, Susan J.; Charlton, Adam; Robertson, Neil; Mount, Andrew R.; Coles, Simon J.; Hursthouse, Michael B.; Kalaji, M.; Murphy, P. J.

doi:10.1039/b714372a

Cited by 21 publications

(32 citation statements)

References 48 publications

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“…1732 and 1500 nm, respectively. Generally, the OA bands of neutral Au 1,2-DTs occur at lower frequencies, even, than those of monoanionic salts of Ni, Pd and Pt, which are isoelectronic (see Figures 17 and 18 for examples) [63,70]. The OA and reflectance bands of single crystals of [Au(bdt) 2 ] occur close to 2000 nm [29].…”

Section: Optical Propertiesmentioning

confidence: 99%

“…It was observed, years ago, that the optical absorption (OA) spectra of solutions of monoanionic M 1,2-DTs (M = Ni, Pd, Pt), which are paramagnetic compounds, exhibit strong bands, which span the range 700 to ca 1900 nm, depending on the nature of the metal, the ligand and the solvent (see for examples [10,18,34,63,70]). The bands have been interpretated as the HOMO-LUMO transitions or as ligand-to-ligand (LL) charge transfer (CT) transitions [34,95].…”

Section: Optical Propertiesmentioning

confidence: 99%

“…The OA and reflectance bands of single crystals of [Au(bdt) 2 ] occur close to 2000 nm [29]. [63,70].…”

Section: Optical Propertiesmentioning

confidence: 99%

“…The choice of method depends, amongst other things, on the availability of the starting materials. Usually, as in the case of the preparation of TTFs [9,12,16], 1,3-dithiole-2-ketones have been used as starting materials [12,16,70,[73][74][75]97,113] and the required neutral M 1,2-DTs were obtained from them, according to a three-step procedure of Scheme 1.…”

Section: Preparationsmentioning

confidence: 99%

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Neutral Metal 1,2-Dithiolenes: Preparations, Properties and Possible Applications of Unsymmetrical in Comparison to the Symmetrical

2012

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This paper is an overview concerning the preparations and properties as well as possible applications of neutral (one component) metal 1,2-dithiolenes (and selenium analogues). The structural, chemical, electrochemical, optical and electrical behavior of these complexes depend strongly on the nature of ligand and/or the metal. The results of unsymmetrical in comparison to those of symmetrical complexes related to the properties of materials in the solid state are primarily discussed. The optical absorption spectra exhibit strong bands in the near IR spectral region ca. 700 to ca. 1950 nm. X-ray crystal structure solutions show that the complexes usually have square-planar geometry with S-S and/or M-S contacts. Some of them behave as semiconductors or conductors (metals) and are stable in air. The cyclic voltammograms at negative potentials are different from the corresponding potentials of tetrathiafulvalenes (TTFs). As a consequence, the LUMO bands occur at much lower levels than those of TTFs. Consequently, electrical measurements under conditions of field effect transistors exhibit n-type or ambipolar behavior. Illumination of materials with high power lasers exhibits non-linear optical behavior. These properties enable metal 1,2-dithiolene complexes to be classified as promising candidates for optical and electronic applications, (e.g., saturable absorbers, ambipolar inverters). OPEN ACCESSCrystals 2012, 2 763

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Section: Optical Propertiesmentioning

confidence: 99%

Section: Optical Propertiesmentioning

confidence: 99%

“…The OA and reflectance bands of single crystals of [Au(bdt) 2 ] occur close to 2000 nm [29]. [63,70].…”

Section: Optical Propertiesmentioning

confidence: 99%

Section: Preparationsmentioning

confidence: 99%

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Neutral Metal 1,2-Dithiolenes: Preparations, Properties and Possible Applications of Unsymmetrical in Comparison to the Symmetrical

2012

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“…6 and polymers 7 It is well-known that thin films can be readily formed by electrochemical polymerization of redox-active monomers or crosslinking of polymers containing electrochemically active groups, such as thiophene [21,22] , pyrrole [23] and carbazole [24,25] . For example, Pickup et al [26] and Hursthouse et al [27][28][29] reported nickel dithiolene complexes containing electropolymerisable thiophene groups and the corresponding thin films with absorption between 400 and 1100 nm. More recently, Robertson et al [30,31] studied the indole-containing nickel dithiolene complexes and prepared electro-conducting and NIR-absorbing polymer films.…”

Section: Introductionmentioning

confidence: 97%

Intense near- and mid-infrared absorbing films of electrochemically crosslinked multinuclear metallodithiolene complex polymers

Liu

Qiao

Wang

2015

Chem. Res. Chin. Univ.

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Novel multinuclear metallodithiolene complexes [(Cbz) 2 -BTT-Pd(dppf)] 2 Ni[6b, Cbz=carbazole, BTT= benzene-1,2,4,5-tetrathiotate, dppf=1,1'-bis(diphenylphosphino) ferrocene] and polymer [(Cbz) 2 -BTT-Ni] n · [(Et) 3 (PhCH 2 )N] x (7b) with the carbazole pendent groups were synthesized and characterized. The thin films of crosslinked polymers P6b and P7b were prepared by electrochemical polymerization of compounds 6b and 7b, respectively. These films show intense and broad absorption in the near-and mid-infrared spectral regions(P6b: 1000-1600 nm, λ max =1297 nm; P7b: 800 nm-8 μm, λ max =3.9 μm) and are potentially useful as infrared optical materials.

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Recent Advances in the Structure and Properties of Metal–Dithiolene Complexes

Deplano

Espa

Pilia

2016

Patai's Chemistry of Functional Groups

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This chapter describes novel or revisited aspects discussed in Chapter 16 of The Chemistry of Metal Enolates published in 2009. In particular, the properties of square‐planar homo‐ and heteroleptic metal–dithiolene complexes, such as the uncertainty of the valence state of the central metal and the ligands, and a variety of their applications as photocatalysts and electrocatalysts for hydrogen production from water, redox‐active second‐order nonlinear chromophores, single‐component molecular conductors (SCMCs) and suitable materials for field‐effect transistors (FET), solar cells, and photodetectors, are discussed and more recent literature data reviewed. The chapter summarizes how new or optimized applications of this class of complexes, spanning from bio‐medicinal to material chemistry, are relatable to the versatility of the organic synthesis in tailoring the ligand which can bear a variety of functionalities to favor film formation, luminescent properties, donor/acceptor interactions, proton transfer reaction, chirality, to combine with the suitable metal for obtaining the complex exhibiting the desired properties.

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Nickel dithiolenes containing pendant thiophene units: precursors to dithiolene–polythiophene hybrid materials

Cited by 21 publications

References 48 publications

Neutral Metal 1,2-Dithiolenes: Preparations, Properties and Possible Applications of Unsymmetrical in Comparison to the Symmetrical

Neutral Metal 1,2-Dithiolenes: Preparations, Properties and Possible Applications of Unsymmetrical in Comparison to the Symmetrical

Intense near- and mid-infrared absorbing films of electrochemically crosslinked multinuclear metallodithiolene complex polymers

Recent Advances in the Structure and Properties of Metal–Dithiolene Complexes

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