(BTDM-TTF)-TCNQ complex, a new organic metal

Santalo, N.; Tarrés, Judit; Espinosa, Enrique; Llorca, Jordi; Molins, Elı́es; Veciana, Jaume; Rovira, Concepció; Mays, M.D.; Yang, Syaulan; Cowan, Dwaine O.; Garrigou‐Lagrange, C.; Amiell, J.; Delhaès, P.; Canadell, Enric

doi:10.1016/0379-6779(93)90371-3

Cited by 5 publications

(4 citation statements)

References 12 publications

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“…The ESR characteristics of the TCNQ complex ( g av . = 2.0047, ΔHpp = 6 G) are very similar to the ones of metallic BTDM-TTF:TCNQ complex . The narrow line width points toward a one-dimensional character for the BET-TTF:TCNQ mixed-valence complex.…”

Section: 1 From Symmetric Donors511 Bet-ttf Derivativessupporting

confidence: 52%

Bis(ethylenethio)tetrathiafulvalene (BET-TTF) and Related Dissymmetrical Electron Donors: From the Molecule to Functional Molecular Materials and Devices (OFETs)

Rovira

2004

Chem. Rev.

138

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Section: 1 From Symmetric Donors511 Bet-ttf Derivativessupporting

confidence: 52%

Bis(ethylenethio)tetrathiafulvalene (BET-TTF) and Related Dissymmetrical Electron Donors: From the Molecule to Functional Molecular Materials and Devices (OFETs)

Rovira

2004

Chem. Rev.

138

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“…The shortest intermolecular Fe•••Fe distance is 11.530(4) Å and corre- sponds to the distance between metals of opposite chirality (Figure S8). Fe−O bond distances range between 1.991 (10) and 2.043( 11) Å (Table S6). In the anilate ligand, C−O bond distances ranging between 1.192(20) and 1.233( 27) Å correspond to the terminal CO bond, while C−O bonds in the vicinity of Fe III are slightly longer, 1.272(19)−1.292( 16) Å (Table S6), as seen in previously reported metal complexes.…”

Section: Resultsmentioning

confidence: 99%

“…Molecular conductors have attracted special interest in materials chemistry since the discovery of the first purely organic metallic conductor with the TTF-TCNQ (tetrathiafulvalene-tetracyanoquinodimethane) charge transfer salt and superconductivity behavior in the [TM-TSF] 2 [X] (TM-TSF = tetramethyltetraselenafulvalene, X = PF 6 , AsF 6 , SbF 6 , ClO 4 , etc.) series. − Subsequently, the closely related donor TM-TTF (tetramethyltetrathiafulvalene) was investigated in the [TM-TTF] 2 X (X = ClO 4 , PF 6 , AsF 6 , ...) series, to disclose the role of the chalcogen atom in the crystal structures and the transport properties of the corresponding compounds. − Thereafter, many other molecular conductors based on TTF and TSF derivatives have been studied, with a focus on their transport properties (from metals to superconductors). − The functionalization of the TTF moiety gives the possibility to tune the electronic properties of the donor molecules, promotes additional intermolecular interactions in the solid state, and ultimately determines the physical properties of the molecular materials. − …”

Section: Introductionmentioning

confidence: 99%

“…More often, it is generally observed that a donor:anion stoichiometric ratio of 2:1 and a partially oxidized/mixed-valence oxidation state on donor molecules yield high electrical conductivity. − However, radical cation salts with different donor:anion stoichiometric ratios, showing interesting conducting properties, have been reported, such as (TMTSF) 5 [Cu(dcdmp) 2 ] 4 , with a 5:4 donor:anion ratio, having an electrical conductivity σ RT of 134 S cm –1 …”

Section: Introductionmentioning

confidence: 99%

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Radical Cation Salts of Tetramethyltetrathiafulvalene (TM-TTF) and Tetramethyltetraselenafulvalene (TM-TSF) with Chlorocyananilate-Based Anions

Sahadevan

Abhervé

Monni

et al. 2020

Crystal Growth & Design

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Electrocrystallization of tetramethyltetrathiafulvalene (TM-TTF) and tetramethyltetraselenafulvalene (TM-TSF) with chlorocyananilate monoanion or/and tris(chlorocyananilato)ferrate(III) in THF/DCM solvent mixtures yielded a salt formulated as [TM-TTF] 4 [K(HClCNAn) 4 ] (1) with the former and π−d hybrid systems, formulated as [TM-TTF] 5 [Fe 3), respectively, with the latter. Compound 1 shows segregation of TM-TTF donor molecules and K(HClCNAn) 4 anionic clusters in the bc plane. The donor molecules are present as mixed-valence dimers and show a β′ packing arrangement. Compounds 2 and 3 consist of hybrid organic/inorganic structures with no segregation of [Fe(ClCNAn) 3 ] 3− anionic complexes and organic TM-TTF/TM-TSF donors. In the structure of compound 3, TM-TSF dimers are trapped between anilate units of metal complexes of opposite chirality. Furthermore, tetrameric donor motifs and solvent molecules of crystallization complete the structure. Single-crystal conductivity measurements on compounds 1 and 2 show semiconducting behavior with room-temperature conductivity values of 5 × 10 −5 and 2 × 10 −4 10 S cm −1 and activation energies of 1960 and 1900 K, respectively. Under high pressure, compound 2 remains a semiconductor, yet its room-temperature conductivity value strongly increases up to 0.2 S cm −1 at 9.8 GPa.

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Electron impact, metastable ion and CID spectra of some thieno[2,3‐d]‐1,3‐dithioles and thieno[3,4‐d]‐1,3‐dithioles

Rovira¹,

Tarrés²,

Dias³

et al. 1995

Rapid Comm Mass Spectrometry

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The mass spectra of 1,3-dithiole-2-thione-and tetrathiafulvalene-fused thiophenes have been studied. Isomer differentiation was achieved by electron impact, metastable ion and collision-induced dissociation spectra.Sulfur-rich tetrathiafulvalenes (TTFs), such as bis(ethylenedithio)tetrathiafulvalene, have given rise to a wealth of conducting and superconducting chargetransfer salts and highlight the key role played by the outer sulfur atoms in increasing the dimensionality of these materials.' This fact, together with the easy access to these n-donors starting from DMIT (1,3-dithiole-2-thione-4,5-dithiolate), has resulted in a vast number of symmetrical and unsymmetrical TTF derivatives fused to 1,3-dithiole and 1,4-dithiene rings among others. In contrast, much less effort has been devoted to the preparation of thieno-fused TTFs, despite the exceptional solid-state properties displayed by some of the charge transfer complexes derived from them.' In our opinion this is mainly due to the synthetic difficulties encountered in the preparation of thieno[2,3-d]-1,3-dithiole-2-thiones' and thieno[3,4-d]-l,3-dithiole-2-thione~,".~ which are useful precursors for the synthesis of the corresponding thiophene-tetrathiafulvalene ~y s t e m s .~' .~~~~~~~ Taking advantage of our experience in the synthesis of these systems,' and as a continuation of our interest in the mass spectrometry of dithiolethiones' and tetrathiafulvalenes,' we report in this paper the first comparative study on the mass spectral behaviour of thieno-dithiolethiones and thieno-tetrathiafulvalenes with the aim of describing the differences in the spectra of isomeric compounds showing different ring fusion. EXPERIMENTALThe mass spectra were recorded using a VG-Autospec EBE spectrometer (VG Analytical, Manchester, UK). The samples were introduced via the solids probe. The conditions for electron ionization (EI) were: electron energy 70 eV, trap current 200 PA, source temperature 200 "C. Accurate mass measurements were obtained by narrow-range voltage scanning at 10 000 resolution (peak width at 5% height) using perfluorokerosene as the reference compound and were correct to an accuracy of +10ppm of the theoretical value. Metastable transitions in the first field-free region were detected by linked scans' at constant B/E (El = E2, V=constant). Collisional experiments"'. " were performed by colliding 8 keV ions with helium in such a way that the main

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(BTDM-TTF)-TCNQ complex, a new organic metal

Cited by 5 publications

References 12 publications

Bis(ethylenethio)tetrathiafulvalene (BET-TTF) and Related Dissymmetrical Electron Donors: From the Molecule to Functional Molecular Materials and Devices (OFETs)

Bis(ethylenethio)tetrathiafulvalene (BET-TTF) and Related Dissymmetrical Electron Donors: From the Molecule to Functional Molecular Materials and Devices (OFETs)

Radical Cation Salts of Tetramethyltetrathiafulvalene (TM-TTF) and Tetramethyltetraselenafulvalene (TM-TSF) with Chlorocyananilate-Based Anions

Electron impact, metastable ion and CID spectra of some thieno[2,3‐d]‐1,3‐dithioles and thieno[3,4‐d]‐1,3‐dithioles

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