S,C- and S,S-coupling via dithiolate transfer reactions from tin to nickel complexes

Cerrada, Elena; Moreno, Ana; Laguna, Mariano

doi:10.1039/b902569c

Cited by 13 publications

(10 citation statements)

References 81 publications

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“…The µ 3 -coordination of the dithiolene ligand, in which the ligand largely retains its planarity, has been observed previously in mixed-metal clusters by Nishihara 82,83. Moreover two structurally very similar benzenedithiolate clusters, [Ni 3 (µ-bdt) 3 (PPh 3 ) 2 ] and [Ni 3 (µ-bdt) 3 (PPh 2 Me) 2 ], both of which also feature relatively short Ni-Ni distances, have been reported in the literature 84,85. page 18…”

supporting

confidence: 62%

Synthesis of Mono- and Diiron Dithiolene Complexes as Hydrogenase Models by Dithiolene Transfer Reactions, Including the Crystal Structure of [{Ni(S₂C₂Ph₂)}₆]

et al. 2019

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The dithiolene transfer reaction between the nickel bis(dithiolene) complex [Ni(S 2 C 2 Ph 2) 2 ] and iron carbonyls has been reinvestigated and the conditions for the production of the dinuclear product [Fe 2 (µ-S 2 C 2 Ph 2)(CO) 6 ] have been optimised. Interception of a purple intermediate, thought to be [Fe(CO) 3 (S 2 C 2 Ph 2)], in the reaction of [Fe(CO) 5 ] with [Ni(S 2 C 2 Ph 2) 2 ] by the addition of PPh 3 affords the new dark blue mononuclear complex [Fe(CO) 2 (PPh 3)(S 2 C 2 Ph 2)] in good yield. The fate of the nickel dithiolene fragments in these reactions has also been established by crystallographic characterisation of the hexamer [{Ni(S 2 C 2 Ph 2)} 6 ] and the trinuclear cluster [Ni 3 (µ-S 2 C 2 Ph 2) 3 (PPh 3) 2 ]. The substitution reactions of [Fe 2 (µ-S 2 C 2 Ph 2)(CO) 6 ] with PPh 3 in the presence of Me 3 NO to give monosubstituted [Fe 2 (µ-S 2 C 2 Ph 2)(CO) 5 (PPh 3)] and disubstituted [Fe 2 (µ-S 2 C 2 Ph 2)(CO) 4 (PPh 3) 2 ] are also reported.

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supporting

confidence: 62%

Synthesis of Mono- and Diiron Dithiolene Complexes as Hydrogenase Models by Dithiolene Transfer Reactions, Including the Crystal Structure of [{Ni(S₂C₂Ph₂)}₆]

et al. 2019

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“…Yield: 5%. 52.35;H,3.73;P,6.75;Pd,23.19;S,13.98;found: C,51.69;H,3.65;S,13.99. IR (ATR) cm À1 : 1516, 1479, 1433, 1094, 997, 802, 745, 687, 524, 505, 436.…”

Section: Mo Mo Lumo Lumo+1mentioning

confidence: 93%

Bimetallic neutral palladium (II) bis(dithiolene) complex: Unusual synthesis, structural and theoretical study

Pop¹,

Branzea²,

Cauchy³

et al. 2012

Comptes Rendus. Chimie

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The unusual synthesis of the dimeric dithiolene complex [(PPh 3 )Pd(ethylene-1,2dithiolate)] 2 (1), containing the simplest dithiolene ligand, has been achieved through the reaction between tetrathiafulvalene (TTF) and Pd(PPh 3 ) 4 . The complex shows a folded structure in the solid state, according to single crystal X-ray analysis performed on crystals grown from two different system solvents and conditions, with a central [Pd 2 S 2 ] ring folded about the SÁÁÁS hinge by 67.98. The optimized geometry at the DFT level is in excellent agreement with the experimental structure. Moreover, TD-DFT calculations allowed the assignment of the low energy band arising at 576 nm to the HOMO!LUMO transition, between frontier orbitals having mixed metal and dithiolene character.

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“…Of the latter, 31 hits are for C-S bicyclic compounds and four hits are for monocyclic C-S crystal structures. Monocyclic structures related to the title compound are bis(5-(mesitylthio)-1,3-dithiole-2thione)-4,4 0 -disulfide dihydrate (LOBXEF; Cerrada et al, 1999) Cerrada et al, 2009) and 4,5-bis(2,4-dinitrophenylthio)-1,3-dithiole-2-thione (YISBOR; Qi et al, 1994 and YISBOR10;Qu et al, 1995). The dihedral angles in YISBOR/YISBOR10 and LOBXEF are similar to those exhibited by the title compound, unlike in NUMXOJ, which is completely different.…”

Section: Database Surveymentioning

confidence: 99%

Crystal structure, Hirshfeld surface analysis and spectroscopic characterization of the di-enol tautomeric form of the compound 3,3′-[(2-sulfanylidene-1,3-dithiole-4,5-diyl)bis(sulfanediyl)]bis(pentane-2,4-dione)

et al. 2020

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The reaction between [TBA]2[Zn(dmit)2] and 3-chloro-2,4-pentanedione yielded single crystals of the title compound, (3E,3′E)-3,3′-[(2-sulfanylidene-1,3-dithiole-4,5-diyl)bis(sulfanediyl)]bis(4-hydroxypent-3-en-2-one), C13H14O4S5, after solvent evaporation. The title compound crystallizes in the triclinic space group P\overline{1} with two molecules related by an inversion center present in the unit cell. The central thione ring moiety contains a carbon–carbon double bond covalently linked to two sulfoxide substituents located outside of the plane of the ring. The S—C—C—S torsion angles are −176.18 (8) and −0.54 (18)°. Intramolecular hydrogen bonds occur within the two dione substituents (1.67–1.69 Å). Adjacent asymmetric units are linked by C—H...S (2.89–2.90 Å), S...S [3.569 (1) Å] and O...H [2.56–2.66 Å between non-stacked thione rings] short contacts.

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S,C- and S,S-coupling via dithiolate transfer reactions from tin to nickel complexes

Cited by 13 publications

References 81 publications

Synthesis of Mono- and Diiron Dithiolene Complexes as Hydrogenase Models by Dithiolene Transfer Reactions, Including the Crystal Structure of [{Ni(S₂C₂Ph₂)}₆]

Synthesis of Mono- and Diiron Dithiolene Complexes as Hydrogenase Models by Dithiolene Transfer Reactions, Including the Crystal Structure of [{Ni(S₂C₂Ph₂)}₆]

Bimetallic neutral palladium (II) bis(dithiolene) complex: Unusual synthesis, structural and theoretical study

Crystal structure, Hirshfeld surface analysis and spectroscopic characterization of the di-enol tautomeric form of the compound 3,3′-[(2-sulfanylidene-1,3-dithiole-4,5-diyl)bis(sulfanediyl)]bis(pentane-2,4-dione)

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S,C- and S,S-coupling via dithiolate transfer reactions from tin to nickel complexes

Cited by 13 publications

References 81 publications

Synthesis of Mono- and Diiron Dithiolene Complexes as Hydrogenase Models by Dithiolene Transfer Reactions, Including the Crystal Structure of [{Ni(S2C2Ph2)}6]

Synthesis of Mono- and Diiron Dithiolene Complexes as Hydrogenase Models by Dithiolene Transfer Reactions, Including the Crystal Structure of [{Ni(S2C2Ph2)}6]

Bimetallic neutral palladium (II) bis(dithiolene) complex: Unusual synthesis, structural and theoretical study

Crystal structure, Hirshfeld surface analysis and spectroscopic characterization of the di-enol tautomeric form of the compound 3,3′-[(2-sulfanylidene-1,3-dithiole-4,5-diyl)bis(sulfanediyl)]bis(pentane-2,4-dione)

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Synthesis of Mono- and Diiron Dithiolene Complexes as Hydrogenase Models by Dithiolene Transfer Reactions, Including the Crystal Structure of [{Ni(S₂C₂Ph₂)}₆]

Synthesis of Mono- and Diiron Dithiolene Complexes as Hydrogenase Models by Dithiolene Transfer Reactions, Including the Crystal Structure of [{Ni(S₂C₂Ph₂)}₆]