Synthesis of Multifunctional Aryl(trifloxyalkenyl)iodonium Triflate Salts

Balázs L. Tóth, Ferenc Béke, O. Egyed, A. Bényei, A. Stirling, Z. Novák

Research output: Contribution to journalArticle

Abstract

A convenient procedure for the synthesis of aryl(trifloxyalkenyl)iodonium triflate salts from commercially available (diacetoxyiodo)benzene, trimethylsilyl trifluoromethanesulfonate, and acetylenes under mild conditions was developed. The obtained multifunctional hypervalent vinyliodonium salts equipped with electrophilic and nucleophilic functions could serve as novel C2 synthons for organic transformations. The structure of the iodonium salts was identified by multidimensional NMR spectroscopy and X-ray crystallography.

Original languageEnglish
Pages (from-to)9188-9197
Number of pages10
JournalACS Omega
Volume4
Issue number5
DOIs
Publication statusPublished - May 24 2019

Fingerprint

Salts
Alkynes
X ray crystallography
Acetylene
Benzene
Nuclear magnetic resonance spectroscopy
trimethylsilyl trifluoromethanesulfonate

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

Synthesis of Multifunctional Aryl(trifloxyalkenyl)iodonium Triflate Salts. / Tóth, Balázs L.; Béke, Ferenc; Egyed, O.; Bényei, A.; Stirling, A.; Novák, Z.

In: ACS Omega, Vol. 4, No. 5, 24.05.2019, p. 9188-9197.

Research output: Contribution to journalArticle

@article{3b5975533c4f402286c859f7d4e7d799,
title = "Synthesis of Multifunctional Aryl(trifloxyalkenyl)iodonium Triflate Salts",
abstract = "A convenient procedure for the synthesis of aryl(trifloxyalkenyl)iodonium triflate salts from commercially available (diacetoxyiodo)benzene, trimethylsilyl trifluoromethanesulfonate, and acetylenes under mild conditions was developed. The obtained multifunctional hypervalent vinyliodonium salts equipped with electrophilic and nucleophilic functions could serve as novel C2 synthons for organic transformations. The structure of the iodonium salts was identified by multidimensional NMR spectroscopy and X-ray crystallography.",
author = "T{\'o}th, {Bal{\'a}zs L.} and Ferenc B{\'e}ke and O. Egyed and A. B{\'e}nyei and A. Stirling and Z. Nov{\'a}k",
year = "2019",
month = "5",
day = "24",
doi = "10.1021/acsomega.9b00728",
language = "English",
volume = "4",
pages = "9188--9197",
journal = "ACS Omega",
issn = "2470-1343",
publisher = "American Chemical Society",
number = "5",

}

TY - JOUR

T1 - Synthesis of Multifunctional Aryl(trifloxyalkenyl)iodonium Triflate Salts

AU - Tóth, Balázs L.

AU - Béke, Ferenc

AU - Egyed, O.

AU - Bényei, A.

AU - Stirling, A.

AU - Novák, Z.

PY - 2019/5/24

Y1 - 2019/5/24

N2 - A convenient procedure for the synthesis of aryl(trifloxyalkenyl)iodonium triflate salts from commercially available (diacetoxyiodo)benzene, trimethylsilyl trifluoromethanesulfonate, and acetylenes under mild conditions was developed. The obtained multifunctional hypervalent vinyliodonium salts equipped with electrophilic and nucleophilic functions could serve as novel C2 synthons for organic transformations. The structure of the iodonium salts was identified by multidimensional NMR spectroscopy and X-ray crystallography.

AB - A convenient procedure for the synthesis of aryl(trifloxyalkenyl)iodonium triflate salts from commercially available (diacetoxyiodo)benzene, trimethylsilyl trifluoromethanesulfonate, and acetylenes under mild conditions was developed. The obtained multifunctional hypervalent vinyliodonium salts equipped with electrophilic and nucleophilic functions could serve as novel C2 synthons for organic transformations. The structure of the iodonium salts was identified by multidimensional NMR spectroscopy and X-ray crystallography.

UR - http://www.scopus.com/inward/record.url?scp=85066125060&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85066125060&partnerID=8YFLogxK

U2 - 10.1021/acsomega.9b00728

DO - 10.1021/acsomega.9b00728

M3 - Article

AN - SCOPUS:85066125060

VL - 4

SP - 9188

EP - 9197

JO - ACS Omega

JF - ACS Omega

SN - 2470-1343

IS - 5

ER -