Some Unusual Properties of Tris(2,6-dimethoxyphenyl)phosphine Sulfide and the Related Compounds

The title sulfide {2,6-(MeO)2C6H3}3P=S [abbr. (2,6)3P=S] reacted with acids to form a novel mercaptophosphonium salt [(2,6)3P–SH]X, solution thermolysis of which in the absence or presence of triphenylphosphine resulted in the unusual desulfurization to give the tertiary phosphonium salts [(2,6)3P–O...

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Published inBulletin of the Chemical Society of Japan Vol. 64; no. 6; pp. 1782 - 1786
Main Authors Wada, Masanori, Kanzaki, Mitsuyuki, Fujiwara, Masanobu, Kajihara, Kazuhisa, Erabi, Tatsuo
Format Journal Article
LanguageEnglish
Published Tokyo The Chemical Society of Japan 01.06.1991
Chemical Society of Japan
Subjects
Chemistry
Exact sciences and technology
Organic chemistry
Organometalloidal and organometallic compounds
P derivatives
Preparations and properties
Desulfurization
Sulfurization
Organic cation
Tertiary phosphine
Phosphorus Organic compounds
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Summary:The title sulfide {2,6-(MeO)2C6H3}3P=S [abbr. (2,6)3P=S] reacted with acids to form a novel mercaptophosphonium salt [(2,6)3P–SH]X, solution thermolysis of which in the absence or presence of triphenylphosphine resulted in the unusual desulfurization to give the tertiary phosphonium salts [(2,6)3P–OH]X. (2,6)3P=S also reacted with alkyl iodides or bromides under mild conditions to give stable (alkylthio)phosphonium salts [(2,6)3P–SR]X (R=Me, Et, n-Bu), which reacted with thiols at room temperature in the presence of a catalytic amount of the tertiary phosphine (2,6)3P to give [(2,6)3P–H]X and unsymmetrical disulfides.
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.64.1782