Synthesis of unsymmetrical polyfluorinated diaryl sulfides by rhodium-catalyzed aryl exchange reaction

Mieko Arisawa; Takuya Ichikawa; Masahiko Yamaguchi

doi:10.1016/j.tetlet.2013.06.021

Synthesis of unsymmetrical polyfluorinated diaryl sulfides by rhodium-catalyzed aryl exchange reaction

Mieko Arisawa, Takuya Ichikawa, Masahiko Yamaguchi

PHA - Molecular Pharmaceutical Science

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

Abstract

RhH(PPh₃)₄ and 1,2-bis(diphenylphosphino)benzene (dppBz) catalyze the aryl exchange reaction of polyfluorinated diaryl sulfides. By employing these catalysts, unsymmetrical polyfluorinated diaryl sulfides are synthesized by the reaction of symmetrical polyfluorinated diaryl sulfides and substituted pentafluorobenzenes in the presence of triisopropylsilane.

Original language	English
Pages (from-to)	4327-4329
Number of pages	3
Journal	Tetrahedron Letters
Volume	54
Issue number	32
DOIs	https://doi.org/10.1016/j.tetlet.2013.06.021
Publication status	Published - 2013 Aug 7

Keywords

Aryl exchange reaction
Pentafluorobenzenes
Rhodium catalyst
Symmetrical polyfluorinated diaryl sulfides
Unsymmetrical polyfluorinated diaryl sulfides

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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@article{c7b2b24729284b95be29c989b9707bfa,

title = "Synthesis of unsymmetrical polyfluorinated diaryl sulfides by rhodium-catalyzed aryl exchange reaction",

abstract = "RhH(PPh3)4 and 1,2-bis(diphenylphosphino)benzene (dppBz) catalyze the aryl exchange reaction of polyfluorinated diaryl sulfides. By employing these catalysts, unsymmetrical polyfluorinated diaryl sulfides are synthesized by the reaction of symmetrical polyfluorinated diaryl sulfides and substituted pentafluorobenzenes in the presence of triisopropylsilane.",

keywords = "Aryl exchange reaction, Pentafluorobenzenes, Rhodium catalyst, Symmetrical polyfluorinated diaryl sulfides, Unsymmetrical polyfluorinated diaryl sulfides",

author = "Mieko Arisawa and Takuya Ichikawa and Masahiko Yamaguchi",

note = "Funding Information: This work was supported by a Grant-in-Aid for Scientific Research (No. 21229001 ). M.A. expresses her appreciation to the financial supports from the Grant-in-Aid for Scientific Research (Nos. 22689001 and 25109503 ), and also to the Asahi Glass Foundation . ",

year = "2013",

month = aug,

day = "7",

doi = "10.1016/j.tetlet.2013.06.021",

language = "English",

volume = "54",

pages = "4327--4329",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "32",

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TY - JOUR

T1 - Synthesis of unsymmetrical polyfluorinated diaryl sulfides by rhodium-catalyzed aryl exchange reaction

AU - Arisawa, Mieko

AU - Ichikawa, Takuya

AU - Yamaguchi, Masahiko

N1 - Funding Information: This work was supported by a Grant-in-Aid for Scientific Research (No. 21229001 ). M.A. expresses her appreciation to the financial supports from the Grant-in-Aid for Scientific Research (Nos. 22689001 and 25109503 ), and also to the Asahi Glass Foundation .

PY - 2013/8/7

Y1 - 2013/8/7

N2 - RhH(PPh3)4 and 1,2-bis(diphenylphosphino)benzene (dppBz) catalyze the aryl exchange reaction of polyfluorinated diaryl sulfides. By employing these catalysts, unsymmetrical polyfluorinated diaryl sulfides are synthesized by the reaction of symmetrical polyfluorinated diaryl sulfides and substituted pentafluorobenzenes in the presence of triisopropylsilane.

AB - RhH(PPh3)4 and 1,2-bis(diphenylphosphino)benzene (dppBz) catalyze the aryl exchange reaction of polyfluorinated diaryl sulfides. By employing these catalysts, unsymmetrical polyfluorinated diaryl sulfides are synthesized by the reaction of symmetrical polyfluorinated diaryl sulfides and substituted pentafluorobenzenes in the presence of triisopropylsilane.

KW - Aryl exchange reaction

KW - Pentafluorobenzenes

KW - Rhodium catalyst

KW - Symmetrical polyfluorinated diaryl sulfides

KW - Unsymmetrical polyfluorinated diaryl sulfides

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DO - 10.1016/j.tetlet.2013.06.021

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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