A new method for the synthesis of aromatic sulfurpentafluorides and studies of the stability of the sulfurpentafluoride group in common synthetic transformations

Roy D. Bowden; Paul J. Comina; Martin P. Greenhall; Benson M. Kariuki; Amanda Loveday; Douglas Philp

doi:10.1016/S0040-4020(00)00184-8

A new method for the synthesis of aromatic sulfurpentafluorides and studies of the stability of the sulfurpentafluoride group in common synthetic transformations

Roy D. Bowden, Paul J. Comina, Martin P. Greenhall, Benson M. Kariuki, Amanda Loveday, Douglas Philp^*

^*Corresponding author for this work

Chemistry

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

115 Scopus citations

Abstract

A new synthesis of aromatic sulfurpentafluoride compounds is described. Subsequent elaboration of the aromatic rings in the presence of the sulfurpentafluoride group is also discussed for a variety of common synthetic methods. This paper also describes ab initio electronic structure calculations of 3- and 4-aminophenylsulfurpentafluoride, compared with 3- and 4-aminobenzotrifluoride, and presents X-ray crystal structures of two aromatic sulfurpentafluoride derivatives. (C) 2000 Elsevier Science Ltd.

Original language	English (US)
Pages (from-to)	3399-3408
Number of pages	10
Journal	Tetrahedron
Volume	56
Issue number	21
DOIs	https://doi.org/10.1016/S0040-4020(00)00184-8
State	Published - May 19 2000

Keywords

Coupling reactions
Fluorine and compounds
Sulfur halogen compounds
X-ray crystallography

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4020(00)00184-8

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title = "A new method for the synthesis of aromatic sulfurpentafluorides and studies of the stability of the sulfurpentafluoride group in common synthetic transformations",

abstract = "A new synthesis of aromatic sulfurpentafluoride compounds is described. Subsequent elaboration of the aromatic rings in the presence of the sulfurpentafluoride group is also discussed for a variety of common synthetic methods. This paper also describes ab initio electronic structure calculations of 3- and 4-aminophenylsulfurpentafluoride, compared with 3- and 4-aminobenzotrifluoride, and presents X-ray crystal structures of two aromatic sulfurpentafluoride derivatives. (C) 2000 Elsevier Science Ltd.",

keywords = "Coupling reactions, Fluorine and compounds, Sulfur halogen compounds, X-ray crystallography",

author = "Bowden, {Roy D.} and Comina, {Paul J.} and Greenhall, {Martin P.} and Kariuki, {Benson M.} and Amanda Loveday and Douglas Philp",

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T1 - A new method for the synthesis of aromatic sulfurpentafluorides and studies of the stability of the sulfurpentafluoride group in common synthetic transformations

AU - Bowden, Roy D.

AU - Comina, Paul J.

AU - Greenhall, Martin P.

AU - Kariuki, Benson M.

AU - Loveday, Amanda

AU - Philp, Douglas

N1 - Funding Information: We thank the University of Birmingham for financial support of this work and Dr Paul Coe for useful discussions and suggestions.

PY - 2000/5/19

Y1 - 2000/5/19

N2 - A new synthesis of aromatic sulfurpentafluoride compounds is described. Subsequent elaboration of the aromatic rings in the presence of the sulfurpentafluoride group is also discussed for a variety of common synthetic methods. This paper also describes ab initio electronic structure calculations of 3- and 4-aminophenylsulfurpentafluoride, compared with 3- and 4-aminobenzotrifluoride, and presents X-ray crystal structures of two aromatic sulfurpentafluoride derivatives. (C) 2000 Elsevier Science Ltd.

AB - A new synthesis of aromatic sulfurpentafluoride compounds is described. Subsequent elaboration of the aromatic rings in the presence of the sulfurpentafluoride group is also discussed for a variety of common synthetic methods. This paper also describes ab initio electronic structure calculations of 3- and 4-aminophenylsulfurpentafluoride, compared with 3- and 4-aminobenzotrifluoride, and presents X-ray crystal structures of two aromatic sulfurpentafluoride derivatives. (C) 2000 Elsevier Science Ltd.

KW - Coupling reactions

KW - Fluorine and compounds

KW - Sulfur halogen compounds

KW - X-ray crystallography

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JO - Tetrahedron

JF - Tetrahedron

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A new method for the synthesis of aromatic sulfurpentafluorides and studies of the stability of the sulfurpentafluoride group in common synthetic transformations

Abstract

Keywords

ASJC Scopus subject areas

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