72022-68-5Relevant academic research and scientific papers
Hierarchical self-assembly of supramolecular helical fibres from amphiphilic C3-symmetrical functional tris(tetrathiafulvalenes)
Pop, Flavia,Melan, Caroline,Danila, Ion,Linares, Mathieu,Beljonne, David,Amabilino, David B.,Avarvari, Narcis
, p. 17443 - 17453 (2014)
The preparation and self-assembly of the enantio-mers of a series of C3-symmetric compounds incorporating three tetrathiafulvalene (TTF) residues is reported. The chiral citronellyl and dihydrocitronellyl alkyl chains lead to helical one dimens
Tetrathiafulvalene (TTF)-bridged resorcin[4]arene cavitands: Towards new electrochemical molecular switches
Frei, Markus,Diederich, Francois,Tremont, Rolando,Rodriguez, Tanya,Echegoyen, Luis
, p. 2040 - 2057 (2006)
We report the synthesis of novel resorcin[4]arene-based cavitands featuring two extended bridges consisting of quinoxaline-fused TTF (tetrathiafulvalene) moieties. In the neutral form, these cavitands were expected to adopt the vase form, whereas, upon oxidation, the open kite geometry should be preferred due to Coulombic repulsion between the two TTF radical cations (Scheme 2). The key step in the preparation of these novel molecular switches was the P(OEt) 3-mediated coupling between a macrocyclic bis(1,3-dithiol-2-thione) and 2 equiv. of a suitable 1,3-dithiol-2-one. Following the successful application of this strategy to the preparation of mono-TTF-cavitand 3 (Scheme 3), the synthesis of the bis-TTF derivatives 2 (Scheme 4) and 19 (Scheme 5) was pursued; however, the target compounds could not be isolated due to their insolubility. Upon decorating both the octol bowl and the TTF cavity rims with long alkyl chains, the soluble bis-TTF cavitand 23 was finally obtained, besides a minor amount of the novel cage compound 25a featuring a highly distorted TTF bridge (Scheme 6). In contrast to 25a, the deep cavitand 23 undergoes reversible vase → kite switching upon lowering the temperature from 293 to 193 K (Fig. 1). Electrochemical studies by cyclic voltammetry (CV) and differential pulse voltammetry (DPV) provided preliminary evidence for successful vase → kite switching of 23 induced by the oxidation of the TTF cavity walls.
Heteroleptic dmit nickel complexes with bis(diphenylphosphanyl)amine ligands as robust molecular electrocatalysts for hydrogen evolution
Li, Tao,Xie, Bin,Cao, Jia-Xi,Zhang, Dong-Liang,Lai, Chuan,Fan, Hua-Jun,Zhao, Bin,Mou, Wen-Yu,Bai, Xiao-Xue
, (2021)
Four new neutral heteroleptic dmit nickel complexes bearing bis(diphenylphosphanyl)amine ligands, [RN (PPh2)2Ni(dmit)] (where dmit2? = 1,3-dithiole-2-thione-4,5-dithiolate; R = (CH2)4CH3 [1], (CH2)3OCH3 [2], (CH2)2CH(CH3)2 [3], and CHPhCH3 [4]), have been synthesized in moderated yields by the reactions between (n-Bu)2Sn(dmit) and RN (PPh2)2NiCl2 at room temperature. The complexes were fully characterized by elemental analysis, spectroscopy (Fourier transform infrared [FTIR], ultraviolet–visible [UV–vis], 1H, 13C{1H}, and 31P{1H} nuclear magnetic resonance [NMR]), thermogravimetric analysis, and single crystal X-ray diffraction. In the crystal structures of 1–3 and 4·2CH2Cl2, every nickel atom adopts a slightly distorted square-planar coordination by two phosphorus atoms of the RN (PPh2)2 ligand and two sulfur atoms of the dmit ligand. Furthermore, the electrochemical behaviors and electrocatalytic activities of 1–4 for hydrogen evolution have also been investigated by the cyclic voltammetry using trifluoroacetic acid (TFA) as the proton source. With the addition of 120-mM trifluoroacetic acid to 0.5-mM 1–4 in MeCN, the turnover frequency values of these catalysts were estimated to be 2827–5149 s?1, and the relevant overpotentials were 0.72–0.79 V. Density functional theory (DFT) calculations and electrochemical investigations suggest that H2 production proceeds via a key hydride intermediate [NiH (SH)] with an adjacent protonated sulfur atom of the dmit ligand in which the chelating sulfur atoms serve as proton relays. These findings demonstrate that these heteroleptic dmit nickel complexes could serve as robust and effective molecular electrocatalysts for hydrogen evolution.
Preparations and crystal structures of Sn(CH2CH2CO2Me)2(C3S 5) and [Q][Sn(CH2CH2CO2Me)(C3S5) 2] (Q = NEt4 or 1,4-dimethylpyridinium, C3S5 = 4,5-disulfanyl-1,3-dithiole-2-thionate)
Buchanan, Heather,Howie, R. Alan,Khan, Abdullah,Spencer, Gavin M.,Wardell, James L.,Aupers, John H.
, p. 541 - 548 (1996)
The compounds Sn(CH2CH2CO2Me)2(C3S 5) 1 (R = Me or Pri) and [Q][Sn(CH2CH2CO2Me)(C3S 5)2] 2 (Q = NEt4 or 1,4-dimethylpyridinium; C3S5 = 4,5-disulfanyl-1,3-dithiole-2-thionate) have been prepared and characterised by solution and solid-state NMR spectroscopy. A crystal structure determination of 1 (R = Me) revealed it to be a monomeric six-co-ordinate, distorted-octahedral complex with chelating MeO2CCH2CH2 groups and trans-carbon atoms [Sn-O(C) 2.629(7) A]. The MeO2CCH2CH2 group in 2, both in solution and in the crystal, is monodentate: the tin centres in the anions of both complexes 2 were shown to have structures closer to rectangular pyramids than to trigonal bipyramids. There were, however, slight differences in the solid-state structures of the anions, particularly in regard to the separations of the Sn and carbonyl oxygen atoms; Sn ... O intramolecular distances are 4.84(1) and 3.371 (4) A in 2 (Q = NEt4) and 2 (Q = 1,4-dimethyl-pyridinium) respectively. There were also differences in the packing of the anions.
COMPOUND FOR GREEN DYE, OPTICAL ARTICLE USING THE SAME AND INTERMEDIATE THEREOF
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Paragraph 0068; 0072-0074, (2019/10/08)
The present invention relates to a compound for a green dye, an optical use using the same, and the synthetic intermediate of the compound. The present invention allows the effective use of the compound for a green dye to a color filter for a color image display by improving the solubility of the compound due by designing a cubic intramolecular structure and allowing the compound to emit a green color and to maintain stable optical characteristics regardless of a solution phase or a film phase. Moreover, the compound for a green dye of the present invention can provide low molecular weight type solar cells by implementing electrical characteristics having a low band gap of 2.0eV or less and can provide the synthetic intermediate of the compound for a green dye suitable for a cubic structure design.
Selective Metalations of 1,4-Dithiins and Condensed Analogues Using TMP-Magnesium and -Zinc Bases
Castelló-Micó, Alicia,Nafe, Julia,Higashida, Kosuke,Karaghiosoff, Konstantin,Gingras, Marc,Knochel, Paul
supporting information, p. 360 - 363 (2017/04/21)
TMPMgCl·LiCl and TMPZnCl·LiCl allow facile magnesiation and zincation, respectively, of the 1,4-dithiin scaffold, producing polyfunctionalized 1,4-dithiins. A subsequent metalation of these S-heterocycles can also be achieved with the same TMP bases, lead
Synthesis and nanostructures of several tetrathiafulvalene derivatives having the side chains composed of chiral and hydrogen-bonding groups and their charge-transfer complexes
Tatewaki, Yoko,Watanabe, Takanori,Watanabe, Koji,Kikuchi, Kohei,Okada, Shuji
, p. 16121 - 16127 (2013/11/19)
Tetrathiafulvalene (TTF) derivatives TTF-Bor, TTF-2UM and TTF-4UM having chiral urethane groups were prepared. Among them, TTF-2UM, TTF-4UM and their charge-transfer (CT) complexes with F4TCNQ organized the nanowires. The intermolecular hydrogen bonding of the chiral urethane groups and π-stacking of TTF moieties or the formation of CT complexes resulted in a long one-dimensional nanowires. The chiral moieties were responsible for the molecular orientation of TTF cores to give helical structures. Electronic conductivity of the films of nanowires composed of TTF-2UM and TTF-4UM with F4TCNQ were determined to be 8.0 × 10-2 and 3.2 × 10-2 S cm-1, respectively.
