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Green Chemistry. Reaction of Elemental Phosphorus (P₄) and Elemental Sulfur with Protonodonor Reagents: New Methods for the Synthesis of Ammonium Salts of S,S′-Dialkyltetrathiophosphoric Acids and Octathiotetraphosphetane

Elvira S. Batyeva

A. E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Kazan Scientific Center, 420088 Kazan, Russia

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Elena K. Badeeva,

Corresponding Author

Elena K. Badeeva

A. E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Kazan Scientific Center, 420088 Kazan, Russia

Correspondence to: Elena K. Badeeva; e-mail: [email protected].Search for more papers by this author

Elena V. Platova,

Elena V. Platova

A. E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Kazan Scientific Center, 420088 Kazan, Russia

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Aidar T. Gubaidullin,

Aidar T. Gubaidullin

A. E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Kazan Scientific Center, 420088 Kazan, Russia

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Nikki Porch,

Nikki Porch

Biology Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801 USA

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Leslie Edwards,

Leslie Edwards

Biology Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801 USA

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Indranil Malik,

Indranil Malik

Biology Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801 USA

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Liliya V. Frolova,

Liliya V. Frolova

Chemistry Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801 USA

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Igor V. Magedov,

Igor V. Magedov

Chemistry Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801 USA

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Snezna Rogelj,

Snezna Rogelj

Biology Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801 USA

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Oleg G. Sinyashin,

Oleg G. Sinyashin

A. E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Kazan Scientific Center, 420088 Kazan, Russia

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Elvira S. Batyeva,

Elvira S. Batyeva

A. E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Kazan Scientific Center, 420088 Kazan, Russia

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Elena K. Badeeva,

Corresponding Author

Elena K. Badeeva

A. E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Kazan Scientific Center, 420088 Kazan, Russia

Correspondence to: Elena K. Badeeva; e-mail: [email protected].Search for more papers by this author

Elena V. Platova,

Elena V. Platova

A. E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Kazan Scientific Center, 420088 Kazan, Russia

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Aidar T. Gubaidullin,

Aidar T. Gubaidullin

A. E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Kazan Scientific Center, 420088 Kazan, Russia

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Nikki Porch,

Nikki Porch

Biology Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801 USA

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Leslie Edwards,

Leslie Edwards

Biology Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801 USA

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Indranil Malik,

Indranil Malik

Biology Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801 USA

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Liliya V. Frolova,

Liliya V. Frolova

Chemistry Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801 USA

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Igor V. Magedov,

Igor V. Magedov

Chemistry Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801 USA

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Snezna Rogelj,

Snezna Rogelj

Biology Department, New Mexico Institute of Mining and Technology, Socorro, NM 87801 USA

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Oleg G. Sinyashin,

Oleg G. Sinyashin

A. E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, Kazan Scientific Center, 420088 Kazan, Russia

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First published: 19 March 2013

https://doi.org/10.1002/hc.21077

Citations: 8

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ABSTRACT

A new reaction of white phosphorus (P₄) with elemental sulfur and thiols in the presence of different amines has been investigated. Ammonium salts of S,S′-dialkyltetrathiophosphoric acids have been observed as main products of the reaction. Octathiotetraphosphetane ammonium salts were formed as side products. The reaction is characterized by a complete conversion of the white phosphorus and is not accompanied by the release of hydrogen sulfide. The crystal structures of both products were determined by the single crystal X-ray diffraction. Biological activity of obtained compounds was investigated, and some promising compounds with antifungal activity identified. © 2013 Wiley Periodicals, Inc. Heteroatom Chem 24:163–167, 2013; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.21077

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Green Chemistry. Reaction of Elemental Phosphorus (P₄) and Elemental Sulfur with Protonodonor Reagents: New Methods for the Synthesis of Ammonium Salts of S,S′-Dialkyltetrathiophosphoric Acids and Octathiotetraphosphetane

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Green Chemistry. Reaction of Elemental Phosphorus (P4) and Elemental Sulfur with Protonodonor Reagents: New Methods for the Synthesis of Ammonium Salts of S,S′-Dialkyltetrathiophosphoric Acids and Octathiotetraphosphetane

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Green Chemistry. Reaction of Elemental Phosphorus (P₄) and Elemental Sulfur with Protonodonor Reagents: New Methods for the Synthesis of Ammonium Salts of S,S′-Dialkyltetrathiophosphoric Acids and Octathiotetraphosphetane