Metal carbonyl derivatives of sulfur-containing quinones and hydroquinones

Synthesis, structures, and electrochemical properties

Richard D. Adams, Shaobin Miao

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

The reaction of CpMoMn(μ-S2)(CO)5, 1, with 1,4-benzoquinone in the presence of irradiation with visible light yielded the quinonedithiolato complex CpMoMn(CO)5(μ-S2C 6H2O2), 2. The new complex CpMoMn(CO) 5(μ-S2C6Cl2O2) (4) was synthesized similarly from 1 and 2,3-dichloro-1,4-benzoquinone. Compounds 2 and 4 were reduced with hydrogen to yield the hydroquinone complexes CpMoMn(CO)5[μ-S2C6H2(OH) 2], 3, and CpMoMn(CO)5[μ-S2C 6Cl2(OH)2], 5. UV-vis irradiation of solutions of Fe2(CO)6(μ-S2) and 1,4-benzoquinone yielded the hydroquinone complex Fe2(CO)6[μ-S 2C6H2(OH)2], 6. Compound 6 was oxidized to the quinone complex Fe2(CO)6(μ-S 2C6H2O2), 7, by using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone. Substitution of the CO ligands on 6 by PPh3 yielded the derivatives Fe2(CO) 5(PPh3)[μ-S2C6H 2(OH)2], 8, and Fe2(CO)4(PPh 3)2[μ-S2C6H2(OH) 2], 9. The electrochemical properties of 3, 5, 6, 8, and 9 were measured by cyclic voltammetry. The molecular structure of each of the new compounds 2-9 was established by single-crystal X-ray diffraction analyses.

Original languageEnglish (US)
Pages (from-to)8414-8426
Number of pages13
JournalInorganic Chemistry
Volume43
Issue number26
DOIs
StatePublished - Dec 27 2004
Externally publishedYes

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Hydroquinones
Quinones
quinones
Electrochemical properties
Sulfur
sulfur
Metals
Derivatives
synthesis
metals
Irradiation
irradiation
Molecular structure
Cyclic voltammetry
Hydrogen
Substitution reactions
Single crystals
Ligands
X ray diffraction
molecular structure

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

Cite this

Metal carbonyl derivatives of sulfur-containing quinones and hydroquinones : Synthesis, structures, and electrochemical properties. / Adams, Richard D.; Miao, Shaobin.

In: Inorganic Chemistry, Vol. 43, No. 26, 27.12.2004, p. 8414-8426.

Research output: Contribution to journalArticle

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title = "Metal carbonyl derivatives of sulfur-containing quinones and hydroquinones: Synthesis, structures, and electrochemical properties",
abstract = "The reaction of CpMoMn(μ-S2)(CO)5, 1, with 1,4-benzoquinone in the presence of irradiation with visible light yielded the quinonedithiolato complex CpMoMn(CO)5(μ-S2C 6H2O2), 2. The new complex CpMoMn(CO) 5(μ-S2C6Cl2O2) (4) was synthesized similarly from 1 and 2,3-dichloro-1,4-benzoquinone. Compounds 2 and 4 were reduced with hydrogen to yield the hydroquinone complexes CpMoMn(CO)5[μ-S2C6H2(OH) 2], 3, and CpMoMn(CO)5[μ-S2C 6Cl2(OH)2], 5. UV-vis irradiation of solutions of Fe2(CO)6(μ-S2) and 1,4-benzoquinone yielded the hydroquinone complex Fe2(CO)6[μ-S 2C6H2(OH)2], 6. Compound 6 was oxidized to the quinone complex Fe2(CO)6(μ-S 2C6H2O2), 7, by using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone. Substitution of the CO ligands on 6 by PPh3 yielded the derivatives Fe2(CO) 5(PPh3)[μ-S2C6H 2(OH)2], 8, and Fe2(CO)4(PPh 3)2[μ-S2C6H2(OH) 2], 9. The electrochemical properties of 3, 5, 6, 8, and 9 were measured by cyclic voltammetry. The molecular structure of each of the new compounds 2-9 was established by single-crystal X-ray diffraction analyses.",
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N2 - The reaction of CpMoMn(μ-S2)(CO)5, 1, with 1,4-benzoquinone in the presence of irradiation with visible light yielded the quinonedithiolato complex CpMoMn(CO)5(μ-S2C 6H2O2), 2. The new complex CpMoMn(CO) 5(μ-S2C6Cl2O2) (4) was synthesized similarly from 1 and 2,3-dichloro-1,4-benzoquinone. Compounds 2 and 4 were reduced with hydrogen to yield the hydroquinone complexes CpMoMn(CO)5[μ-S2C6H2(OH) 2], 3, and CpMoMn(CO)5[μ-S2C 6Cl2(OH)2], 5. UV-vis irradiation of solutions of Fe2(CO)6(μ-S2) and 1,4-benzoquinone yielded the hydroquinone complex Fe2(CO)6[μ-S 2C6H2(OH)2], 6. Compound 6 was oxidized to the quinone complex Fe2(CO)6(μ-S 2C6H2O2), 7, by using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone. Substitution of the CO ligands on 6 by PPh3 yielded the derivatives Fe2(CO) 5(PPh3)[μ-S2C6H 2(OH)2], 8, and Fe2(CO)4(PPh 3)2[μ-S2C6H2(OH) 2], 9. The electrochemical properties of 3, 5, 6, 8, and 9 were measured by cyclic voltammetry. The molecular structure of each of the new compounds 2-9 was established by single-crystal X-ray diffraction analyses.

AB - The reaction of CpMoMn(μ-S2)(CO)5, 1, with 1,4-benzoquinone in the presence of irradiation with visible light yielded the quinonedithiolato complex CpMoMn(CO)5(μ-S2C 6H2O2), 2. The new complex CpMoMn(CO) 5(μ-S2C6Cl2O2) (4) was synthesized similarly from 1 and 2,3-dichloro-1,4-benzoquinone. Compounds 2 and 4 were reduced with hydrogen to yield the hydroquinone complexes CpMoMn(CO)5[μ-S2C6H2(OH) 2], 3, and CpMoMn(CO)5[μ-S2C 6Cl2(OH)2], 5. UV-vis irradiation of solutions of Fe2(CO)6(μ-S2) and 1,4-benzoquinone yielded the hydroquinone complex Fe2(CO)6[μ-S 2C6H2(OH)2], 6. Compound 6 was oxidized to the quinone complex Fe2(CO)6(μ-S 2C6H2O2), 7, by using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone. Substitution of the CO ligands on 6 by PPh3 yielded the derivatives Fe2(CO) 5(PPh3)[μ-S2C6H 2(OH)2], 8, and Fe2(CO)4(PPh 3)2[μ-S2C6H2(OH) 2], 9. The electrochemical properties of 3, 5, 6, 8, and 9 were measured by cyclic voltammetry. The molecular structure of each of the new compounds 2-9 was established by single-crystal X-ray diffraction analyses.

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