22 mmol, 54 mg) in MeOH (5 mL) was added followed 6 hours later by the addition of a solution of Ph4PBr (190 mg, 0.45 mmol) in MeOH (5 mL) After stirring for 15 ,
, 60) for [Ph4P][Ni(MeS-tzdt)2] and from warm CH3CN for, Ph4P][Ni(EtS-tzdt)2] to afford the monoanionic salts as dark blue green crystals
, MeS-tzdt)2] Yield: 31 % (55 mg), Mp = 240°C. HRMS (ESI) Calcd for
, C8H6N2S8Ni: 443.76557 Found: 443.7657. Anal. Calcd. for C32H26N2NiPS8: C, 48.98; H
, Ph4P][Ni(EtS-tzdt)2] Yield: 62% (110 mg). Mp = 178°C. HRMS (ESI) Calcd for
7968 Found: 471.7969. Anal. Calcd. for C34H30N2NiPS8: C, 50.24; H, 3.72; N, 3.45%. Found: C, 50.62, pp.471-474 ,
, A solution of Na (80 mg, 3.47 mmol) in MeOH (20 mL) was added to the dithiole-2-one 1 (300 mg, 1.14 mmol) After complete dissolution the solution was stirred for 30 mn at room temperature. Then a solution of NiCl2, pp.6-8
, MeOH (5 mL) was added followed 6 hours later by the addition of a solution of Ph4PBr
, After stirring for 15 h, the dark precipitate was filtered and recrystallized from CH2Cl2/MeOH (20/80) to afford monoanion [Ph4P][Ni(tBu-thiazdt)2] as dark red crystals, Yield: 68% (338 mg). Mp = 170°C (dec). HRMS (ESI) Calcd for
, C14 H18 N2 S8 58 Ni) : 527.85947 Found: 527.8598. Anal. Calcd. for C38H38N2PNiS8: C, pp.52-75
, Found: C, 51.75; H, 4.75, Crystals of the [PPh4][Ni(tBu-thiazdt)
, as toluene solvate were obtained through recrystallisation in CH3CN
, Ni(RS-tzdt)2] (route b) [PPh4][Ni(tBu-thiazdt)2] (20 mg, 0.023 mmol) was dissolved in 10
An excess of alkyliodide (1 mL, CH3I or CH3CH2I) was added to the reaction medium and the solution was refluxed for 2 h under inert atmosphere After cooling, a dark blue-greenish precipitate was formed. The solid was filtered and washed with dichloromethane affording the neutral, MeS-tzdt)2] complex in 64% yield and neutral [Ni(EtS-tzdt)2] complex in 5% yield ,
, Electrocrystallizations They were performed in two-compartment cells with Pt electrodes (length 1cm
] (M = Ni and Pd; dmit: 1,3-dithiole-2-thione-4,5-dithiolate) Anion Radicals, Bulletin of the Chemical Society of Japan, vol.87, issue.3, pp.355-374, 2004. ,
DOI : 10.1246/bcsj.20130290
, Solid State Commun, vol.52, issue.3, pp.633-638, 1990.
, Phys. Rev. B, vol.90, issue.4, 2014.
, J. Am. Chem. Soc, vol.135, 2013.
, J. Am. Chem. Soc, pp.136-14357, 2014.
, Coord. Chem. Rev, vol.254, issue.6, 2010.
, Chem. Soc, vol.136, pp.7619-7622, 2014.
, Am. Chem. Soc, vol.131, pp.6358-6359, 2009.
Development of metallic crystals composed of single-component molecules, Journal of Materials Chemistry, vol.93, issue.34, pp.3449-3451, 2005. ,
DOI : 10.1039/b502603b
Syntheses, Structures, and Physical Properties of Nickel Bis(dithiolene) Complexes Containing Tetrathiafulvalene (TTF) Units, Inorganic Chemistry, vol.43, issue.3, pp.1122-1129, 2001. ,
DOI : 10.1021/ic034670s
,
, Chem. Soc, vol.121, pp.10763-10771, 1999.
, Chem. Commun, vol.7, issue.51, pp.12117-13119, 2015.
, J. Veciana, C. Rovira and M
, Chem. Eur. J, vol.13, pp.9841-9849, 2007.
, Journal of the American Chemical Society, vol.128, issue.17, pp.5612-5613, 2006.
DOI : 10.1021/ja060690s
, J. Chem. Soc. Dalton Trans. Eur. J. Inorg. Chem, vol.9, issue.24, pp.783-794, 1985.
, Inorg. Chem, vol.11, issue.54, pp.7454-7460, 2015.
, , pp.91-98, 2012.
,
, , pp.15683-15689, 2015.
, J. Organomet. Chem, vol.819, pp.182-188, 2016.
Confinement potential and ??-electron delocalization in polyconjugated organic materials, Physical Review B, vol.105, issue.14, pp.9815-9823, 1994. ,
DOI : 10.1021/ja00362a005
,
, Inorg. Chem, vol.39, issue.46, pp.122-129, 2007.
, Phys. Rev. A, vol.15, issue.135 640, 1964.
, Inorg. Chem, vol.52, issue.17, pp.1415-1421, 1978.
= 1/2 Heisenberg antiferromagnetic square lattice system, Journal of Physics: Condensed Matter, vol.18, issue.4, pp.1303-1311, 2006. ,
DOI : 10.1088/0953-8984/18/4/015
,
, Am. Chem. Soc, vol.138, pp.6838-6851, 2016.
The Importance of ?-Interactions in Crystal Engineering: Frontiers in Crystal Engineering 2 nd Edition, pp.143-162, 2012. ,
, Inorg. Chem, vol.52, pp.2162-2173, 2013.
Hydrogen-Bonding Interactions in a Single-Component Molecular Conductor: a Hydroxyethyl-Substituted Radical Gold Dithiolene Complex, Inorganic Chemistry, vol.53, issue.16, pp.8755-8761, 2014. ,
DOI : 10.1021/ic501437g
URL : https://hal.archives-ouvertes.fr/hal-01151681
,
, Appl. Cryst, vol.32, pp.115-119, 1999.
, 21
, Acta Crystallographica Section A Foundations of Crystallography, vol.61, issue.1, pp.112-122, 2008.
DOI : 10.1107/S0108767307043930
: an update, Journal of Applied Crystallography, vol.45, issue.4, pp.849-854, 2012. ,
DOI : 10.1107/S0021889812029111
The band structure of the tetracyanoplatinate chain, Journal of the American Chemical Society, vol.100, issue.19, pp.6093-6098, 1978. ,
DOI : 10.1021/ja00487a020
, , 1998.
Counterintuitive orbital mixing in semiempirical and ab initio molecular orbital calculations, Journal of the American Chemical Society, vol.100, issue.12, pp.3686-3692, 1978. ,
DOI : 10.1021/ja00480a005
Hal???Hal interactions in a series of three isostructural salts of halogenated tetrathiafulvalenes. Contribution of the halogen atoms to the HOMO???HOMO overlap interactions, Journal of Materials Chemistry, vol.11, issue.6, pp.1570-1575, 2001. ,
DOI : 10.1039/b100103p