Electrochemistry of TCNQF2 in acetonitrile in the presence of [Cu(CH3CN)4]+: Electrocrystallisation and characterisation of CuTCNQF2

Inorganica Chimica Acta - Tập 480 - Trang 91-100 - 2018
Nguyen T. Vo1,2, Lisandra L. Martin1, Alan M. Bond1
1School of Chemistry, Monash University, Clayton, Victoria 3800, Australia
2Danang University of Education, Danang, Viet Nam

Tài liệu tham khảo

Lopez, 2010, A homologous heterospin series of mononuclear lanthanide/TCNQF4 organic radical complexes, Dalton Trans., 39, 4341, 10.1039/b922219g Nafady, 2014, Electrochemical and photochemical routes to semiconducting transition metal-tetracyanoquinodimethane coordination polymers, Coord. Chem. Rev., 268, 101, 10.1016/j.ccr.2014.01.017 Nafady, 2007, Tuning the electrocrystallization parameters of semiconducting Co[TCNQ](2)-based materials to yield either single nanowires or crystalline thin films, J. Am. Chem. Soc., 129, 2369, 10.1021/ja067219j Nafady, 2006, Morphology changes and mechanistic aspects of the electrochemically-induced reversible solid-solid transformation of microcrystalline TCNQ into Co TCNQ (2)-based materials (TCNQ = 7,7,8,8-tetracyanoquinodimethane), Chem. Mater., 18, 4375, 10.1021/cm060852j Peng, 2005, Scanning-tunneling-microscopy based thermochemical hole burning on a new charge-transfer complex and its potential for data storage, Adv. Mater., 17, 459, 10.1002/adma.200401148 Ran, 2005, Thermochemical hole burning on a series of N-substituted Morpholinium 7,7,8,8-tetracyanoquinodimethane charge-transfer complexes for data storage, J. Phys. Chem. B, 109, 22486, 10.1021/jp0528616 Yasuda, 1988, Electrochromic properties of vacuum evaporated organic thin films: part I. Electrochromic thin films of the three primary colors, J. Electroanal. Chem. Interfacial Electrochem., 247, 193, 10.1016/0022-0728(88)80140-2 Haworth, 2014, Diagnosis of the redox levels of TCNQF4 compounds using vibrational spectroscopy, ChemPlusChem, 79, 962, 10.1002/cplu.201402013 Le, 2013, Identification of TCNQF4 redox levels using spectroscopic and electrochemical fingerprints (TCNQF = 2,3,5,6-tetrafluoro-7,7,8,8- tetracyanoquinodimethane), Inorg. Chim. Acta, 395, 252, 10.1016/j.ica.2012.10.019 Le, 2012, Electrochemically directed synthesis of Co2+ and Ni2+ complexes with TCNQF42− (TCNQF4 = 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane), Eur. J. Inorg. Chem., 2012, 5534, 10.1002/ejic.201200774 Le, 2014, Inorg. Chem., 53, 3230, 10.1021/ic500225v Le, 2011, A new method for electrocrystallization of AgTCNQF4 and Ag2TCNQF4 (TCNQF4 = 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane) in acetonitrile, J. Solid State Electrochem., 15, 2293, 10.1007/s10008-011-1459-8 Nafady, 2014, Role of water in the dynamic disproportionation of Zn-based TCNQ(F4) coordination polymers (TCNQ = Tetracyanoquinodimethane), Inorg. Chem., 53, 2268, 10.1021/ic402968g Grossel, 2000, An investigation of the factors that influence the decomposition of 7,7‘,8,8‘-tetracyanoquinodimethane (TCNQ) and its salts to, and structural characterization of, the α, α-Dicyano-p-toluoylcyanide Anion, Chem. Mater., 12, 2319, 10.1021/cm991160g Lombardo, 1979, Mechanism of conversion of 1:1 anion-radical salts of tetracyano-p-quinodimethane to their 1:2 analogs, J. Org. Chem., 44, 209, 10.1021/jo01316a010 Suchanski, 1976, Resonance Raman Spectroelectrochemistry. 4. Oxygen decay chemistry of tetracyanoquinodimethane dianion, J. Am. Chem. Soc., 98, 250, 10.1021/ja00417a049 Emge, 1982, Crystal structures for the electron donor dibenzotetrathiafulavalene, DBTTF, and its mixed-stack charge-transfer salts with the electron acceptors 7,7,8,8-tetracyano-p-quinodimethane, TCNQ, and 2,5-difluoro-7,7,8,8-tetracyano-p-quinodimethane, 2,5-TCNQF2, Mol. Cryst. Liq. Cryst., 87, 137, 10.1080/00268948208083778 Lieffrig, 2012, Competition between the C-H…N hydrogen bond and C–I…N Halogen Bond in TCNQFn (n = 0, 2, 4) salts with variable charge transfer, Cryst. Growth Des., 12, 4248, 10.1021/cg3007519 Miyasaka, 2010, Control of charge transfer in a series of Ru2II, II/TCNQ two-dimensional networks by tuning the electron affinity of TCNQ units: a route to synergistic magnetic/conducting materials, J. Am. Chem. Soc., 132, 1532, 10.1021/ja909489s Vo, 2018, Investigation of the redox and acid-base properties of TCNQF and TCNQF2: electrochemistry, vibrational spectroscopy, and substituent effects, ChemElectroChem, 10.1002/celc.201701387 Emge, 1981, Mol. Cryst. Liq. Cryst., 65, 161, 10.1080/00268948108082132 Wiygul, 1981, Crystal, molecular and electronic structure of the electron acceptor 2,5-difluoro-7,7,8,8-Tetracyano-p-quinodimethane, 2,5-TCNQF2, Mol. Cryst. Liq. Cryst., 78, 279, 10.1080/00268948108082165 Murata, 2008, Complex formation between a nucleobase and tetracyanoquinodimethane derivatives: crystal structures and transport properties of charge-transfer solids of cytosine, Bull. Chem. Soc. Jpn., 81, 331, 10.1246/bcsj.81.331 Macrae, 2008, Mercury CSD 2.0 – new features for the visualization and investigation of crystal structures, J. Appl. Cryst., 41, 466, 10.1107/S0021889807067908 Harris, 2005, Voltammetric, EQCM, spectroscopic, and microscopic studies on the electrocrystallization of semiconducting, phase I, CuTCNQ on carbon, gold, and platinum electrodes by a nucleation-growth process, J. Electrochem. Soc., 152, C577, 10.1149/1.1955047 Heintz, 1999, New insight into the nature of Cu(TCNQ): solution routes to two distinct polymorphs and their relationship to crystalline films that display bistable switching behavior, Inorg. Chem., 38, 144, 10.1021/ic9812095 Neufeld, 2003, Phase, morphology, and particle size changes associated with the solid-solid electrochemical interconversion of TCNQ and semiconducting CuTCNQ (TCNQ = tetracyanoquinodimethane), Chem. Mater., 15, 3573, 10.1021/cm0341336 O'Mullane, 2005, Distinction of the two phases of CuTCNQ by scanning electrochemical microscopy, Anal. Chem., 77, 5447, 10.1021/ac050172k Bozio, 1975, Vibrational analysis of spectra of quinonoid molecular ions. Part 3. -Vibrational spectra and assignment of 7,7,8,8-tetracyanoquinodimethane radical anion, J. Chem. Soc., Faraday Trans. 2: Mol. Chem. Phys., 71, 1237, 10.1039/F29757101237 Takenaka, 1971, Molecular vibrational spectra of tetracyanoquinodimethane and tetracyanoquinodimethane-d4 crystals, Spectrochim. Acta Part A: Mol. Spectrosc., 27, 1735, 10.1016/0584-8539(71)80228-3