Manganese(ii) octabutoxynaphthalocyanine and its ferrimagnetic electron-transfer salt with TCNE

Rittenberg, Durrell K.; Baars-Hibbe, Lutz; Böhm, A.; Miller, Joel S.

doi:10.1039/a907159h

Cited by 47 publications

(50 citation statements)

References 31 publications

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“…[2] Theoretical work has predicted metallic conductivity and even superconductivity for reduced metal phthalocyanines. [3] Compounds with ferrimagnetic ordering of spins were prepared by iron(II) phthalocyanine reduction with decamethylchromocene.…”

Section: Introductionmentioning

confidence: 99%

“…[1,2] Most of them are formed by oxidation of metalfree and metal-containing phthalocyanines or the [M III Pc(CN À ) 2 ] À anions (M = Co, Fe) by iodine or electrochemical oxidation. Partially oxidized phthalocyanine macrocycles together with a columnar or layered arrangement of p-p stacking provide semiconducting or quasi-one-dimensional metallic conductivity (in some cases down to 4 K).…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, Structures, and Properties of Crystalline Salts with Radical Anions of Metal‐Containing and Metal‐Free Phthalocyanines

Konarev

Kuzmin

Faraonov

et al. 2014

Chemistry A European J

187

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Radical anion salts of metal-containing and metal-free phthalocyanines [MPc(3-)](·-), where M = Cu(II), Ni(II), H2, Sn(II), Pb(II), Ti(IV)O, and V(IV)O (1-10) with tetraalkylammonium cations have been obtained as single crystals by phthalocyanine reduction with sodium fluorenone ketyl. Their formation is accompanied by the Pc ligand reduction and affects the molecular structure of metal phthalocyanine radical anions as well as their optical and magnetic properties. Radical anions are characterized by the alternation of short and long C-Nimine bonds in the Pc ligand owing to the disruption of its aromaticity. Salts 1-10 show new bands at 833-1041 nm in the NIR range, whereas the Q- and Soret bands are blue-shifted by 0.13-0.25 eV (38-92 nm) and 0.04-0.07 eV (4-13 nm), respectively. Radical anions with Ni(II), Sn(II), Pb(II), and Ti(IV)O have S = 1/2 spin state, whereas [Cu(II)Pc(3-)](·-) and [V(IV)OPc(3-)](·-) containing paramagnetic Cu(II) and V(IV)O have two S = 1/2 spins per radical anion. Central metal atoms strongly affect EPR spectra of phthalocyanine radical anions. Instead of narrow EPR signals characteristic of metal-free phthalocyanine radical anions [H2Pc(3-)](·-) (linewidth of 0.08-0.24 mT), broad EPR signals are manifested (linewidth of 2-70 mT) with g-factors and linewidths that are strongly temperature-dependent. Salt 11 containing the [Na(I)Pc(2-)](-) anions as well as previously studied [Fe(I)Pc(2-)](-) and [Co(I)Pc(2-)](-) anions that are formed without reduction of the Pc ligand do not show changes in molecular structure or optical and magnetic properties characteristic of [MPc(3-)](·-) in 1-10.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis, Structures, and Properties of Crystalline Salts with Radical Anions of Metal‐Containing and Metal‐Free Phthalocyanines

Konarev

Kuzmin

Faraonov

et al. 2014

Chemistry A European J

187

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“…[6][7] Theoretical calculations show that reduced metal phthalocyanines can also manifest promising conducting properties, such as metallic conductivity or superconductivity. 8 A compound with ferrimagnetic ordering of spins was obtained through the reaction of iron (II) phthalocyanine with decamethylchromocene.…”

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confidence: 99%

The Salts of Copper Octafluoro- and Hexadecafluorophthalocyanines Containing [Cu^II(F₈Pc)^4–]^2– Dianions and [CuF₁₆Pc]⁻ Monoanions

et al. 2017

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“…MnPc complexes show interesting electrochemical behavior with oxidation states of the central Mn ion ranging from Mn I to Mn IV [6][7][8][9][10][11][12][13][14][15][16]. Mn IV Pc species rarely occurs, but has been reported recently [11,12].…”

Section: Introductionmentioning

confidence: 99%

The effects of point of substitution on the electrochemical behavior of new manganese phthalocyanines, tetra-substituted with diethylaminoethanethiol

Akinbulu

Nyokong

2010

Inorganica Chimica Acta

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Manganese(ii) octabutoxynaphthalocyanine and its ferrimagnetic electron-transfer salt with TCNE

Cited by 47 publications

References 31 publications

Synthesis, Structures, and Properties of Crystalline Salts with Radical Anions of Metal‐Containing and Metal‐Free Phthalocyanines

Synthesis, Structures, and Properties of Crystalline Salts with Radical Anions of Metal‐Containing and Metal‐Free Phthalocyanines

The Salts of Copper Octafluoro- and Hexadecafluorophthalocyanines Containing [Cu^II(F₈Pc)^4–]^2– Dianions and [CuF₁₆Pc]⁻ Monoanions

The effects of point of substitution on the electrochemical behavior of new manganese phthalocyanines, tetra-substituted with diethylaminoethanethiol

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Manganese(ii) octabutoxynaphthalocyanine and its ferrimagnetic electron-transfer salt with TCNE

Cited by 47 publications

References 31 publications

Synthesis, Structures, and Properties of Crystalline Salts with Radical Anions of Metal‐Containing and Metal‐Free Phthalocyanines

Synthesis, Structures, and Properties of Crystalline Salts with Radical Anions of Metal‐Containing and Metal‐Free Phthalocyanines

The Salts of Copper Octafluoro- and Hexadecafluorophthalocyanines Containing [CuII(F8Pc)4–]2– Dianions and [CuF16Pc]− Monoanions

The effects of point of substitution on the electrochemical behavior of new manganese phthalocyanines, tetra-substituted with diethylaminoethanethiol

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The Salts of Copper Octafluoro- and Hexadecafluorophthalocyanines Containing [Cu^II(F₈Pc)^4–]^2– Dianions and [CuF₁₆Pc]⁻ Monoanions