Preparation and X-ray Structural Study of Dibenziodolium Derivatives.
Publication type: Journal Article
Publication date: 2015-05-15
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
25951091
Organic Chemistry
Abstract
New experimental procedures for the preparation of dibenziodolium salts by oxidative cyclization of 2-iodobiphenyl in the presence of appropriate strong acids are described. Particularly useful is a convenient one-pot synthesis of dibenziodolium hydrogen sulfate from 2-iodobiphenyl using Oxone as an inexpensive and environmentally safe oxidant. Dibenziodolium hydrogen sulfate, bis(triflyl)imidate, or triflate can be readily converted to various other dibenziodolium derivatives (chloride, bromide, thiocyanate, azide, cyanide, phenylsulfinate) by anion exchange. Structures of key products have been established by single-crystal X-ray diffraction analysis. Particularly interesting is the X-ray structure of dibenziodolium thiocyanate, which represents the first example of a structurally characterized hypervalent iodine compound with a relatively short iodine-sulfur secondary bond distance.
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Total citations:
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Citations from 2024:
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GOST
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Postnikov P. S. et al. Preparation and X-ray Structural Study of Dibenziodolium Derivatives. // Journal of Organic Chemistry. 2015. Vol. 80. No. 11. pp. 5783-5788.
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Postnikov P. S., Guselnikova O., S. Yusubov M., YOSHIMURA A., Nemykin V. V., Zhdankin V. V. Preparation and X-ray Structural Study of Dibenziodolium Derivatives. // Journal of Organic Chemistry. 2015. Vol. 80. No. 11. pp. 5783-5788.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.joc.5b00741
UR - https://doi.org/10.1021/acs.joc.5b00741
TI - Preparation and X-ray Structural Study of Dibenziodolium Derivatives.
T2 - Journal of Organic Chemistry
AU - Postnikov, Pavel S.
AU - Guselnikova, Olga
AU - S. Yusubov, Mekhman
AU - YOSHIMURA, Akira
AU - Nemykin, Victor V.
AU - Zhdankin, Viktor V.
PY - 2015
DA - 2015/05/15
PB - American Chemical Society (ACS)
SP - 5783-5788
IS - 11
VL - 80
PMID - 25951091
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
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@article{2015_Postnikov,
author = {Pavel S. Postnikov and Olga Guselnikova and Mekhman S. Yusubov and Akira YOSHIMURA and Victor V. Nemykin and Viktor V. Zhdankin},
title = {Preparation and X-ray Structural Study of Dibenziodolium Derivatives.},
journal = {Journal of Organic Chemistry},
year = {2015},
volume = {80},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/acs.joc.5b00741},
number = {11},
pages = {5783--5788},
doi = {10.1021/acs.joc.5b00741}
}
Cite this
MLA
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Postnikov, Pavel S., et al. “Preparation and X-ray Structural Study of Dibenziodolium Derivatives..” Journal of Organic Chemistry, vol. 80, no. 11, May. 2015, pp. 5783-5788. https://doi.org/10.1021/acs.joc.5b00741.
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