Preparation, structure, and chemistry of phosphorane-derived phenyliodonium sulfonates

Viktor Zhdankin; Olena Maydanovych; Jon Herschbach; Jessica Bruno; Elena D. Matveeva; Nikolai S. Zefirov

doi:10.1016/S0040-4039(02)00275-7

Preparation, structure, and chemistry of phosphorane-derived phenyliodonium sulfonates

Viktor Zhdankin
, Olena Maydanovych
, Jon Herschbach
, Jessica Bruno
, Elena D. Matveeva
, Nikolai S. Zefirov

Chemistry & Biochemistry

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

29 Scopus citations

Abstract

New triphenylphosphorane-derived phenyliodonium triflates and tosylates were prepared by the reaction of the appropriate iodosobenzene sulfonate with stabilized phosphonium ylides. Structure of the triflate derivative was determined by a single-crystal X-ray analysis. These compounds represent a potentially useful class of reagents that combine in one molecule synthetic advantages of a phosphonium ylide and an iodonium salt.

Original language	English (US)
Pages (from-to)	2359-2361
Number of pages	3
Journal	Tetrahedron Letters
Volume	43
Issue number	13
DOIs	https://doi.org/10.1016/S0040-4039(02)00275-7
State	Published - Mar 25 2002

Bibliographical note

Funding Information:
This work was supported by a research grant from the National Science Foundation (NSF/CHE-0101021) and by a CRDF award RC2-2216. Special thanks are made to Dr. Victor G. Young, Jr. and the X-ray Crystallographic Laboratory of the University of Minnesota for X-ray structural analysis of compound 4a .

Keywords

Hypervalent iodine
Iodonium
Phosphonium
X-ray crystallography

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10.1016/S0040-4039(02)00275-7

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title = "Preparation, structure, and chemistry of phosphorane-derived phenyliodonium sulfonates",

abstract = "New triphenylphosphorane-derived phenyliodonium triflates and tosylates were prepared by the reaction of the appropriate iodosobenzene sulfonate with stabilized phosphonium ylides. Structure of the triflate derivative was determined by a single-crystal X-ray analysis. These compounds represent a potentially useful class of reagents that combine in one molecule synthetic advantages of a phosphonium ylide and an iodonium salt.",

keywords = "Hypervalent iodine, Iodonium, Phosphonium, X-ray crystallography",

author = "Viktor Zhdankin and Olena Maydanovych and Jon Herschbach and Jessica Bruno and Matveeva, \{Elena D.\} and Zefirov, \{Nikolai S.\}",

note = "Funding Information: This work was supported by a research grant from the National Science Foundation (NSF/CHE-0101021) and by a CRDF award RC2-2216. Special thanks are made to Dr. Victor G. Young, Jr. and the X-ray Crystallographic Laboratory of the University of Minnesota for X-ray structural analysis of compound 4a .",

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doi = "10.1016/S0040-4039(02)00275-7",

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T1 - Preparation, structure, and chemistry of phosphorane-derived phenyliodonium sulfonates

AU - Zhdankin, Viktor

AU - Maydanovych, Olena

AU - Herschbach, Jon

AU - Bruno, Jessica

AU - Matveeva, Elena D.

AU - Zefirov, Nikolai S.

N1 - Funding Information: This work was supported by a research grant from the National Science Foundation (NSF/CHE-0101021) and by a CRDF award RC2-2216. Special thanks are made to Dr. Victor G. Young, Jr. and the X-ray Crystallographic Laboratory of the University of Minnesota for X-ray structural analysis of compound 4a .

PY - 2002/3/25

Y1 - 2002/3/25

N2 - New triphenylphosphorane-derived phenyliodonium triflates and tosylates were prepared by the reaction of the appropriate iodosobenzene sulfonate with stabilized phosphonium ylides. Structure of the triflate derivative was determined by a single-crystal X-ray analysis. These compounds represent a potentially useful class of reagents that combine in one molecule synthetic advantages of a phosphonium ylide and an iodonium salt.

AB - New triphenylphosphorane-derived phenyliodonium triflates and tosylates were prepared by the reaction of the appropriate iodosobenzene sulfonate with stabilized phosphonium ylides. Structure of the triflate derivative was determined by a single-crystal X-ray analysis. These compounds represent a potentially useful class of reagents that combine in one molecule synthetic advantages of a phosphonium ylide and an iodonium salt.

KW - Hypervalent iodine

KW - Iodonium

KW - Phosphonium

KW - X-ray crystallography

UR - https://www.scopus.com/pages/publications/0037170639

UR - https://www.scopus.com/pages/publications/0037170639#tab=citedBy

U2 - 10.1016/S0040-4039(02)00275-7

DO - 10.1016/S0040-4039(02)00275-7

M3 - Article

AN - SCOPUS:0037170639

SN - 0040-4039

VL - 43

SP - 2359

EP - 2361

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 13

ER -

Preparation, structure, and chemistry of phosphorane-derived phenyliodonium sulfonates

Abstract

Bibliographical note

Keywords

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