The formation of cage phosphoranes and their rearrangements in the reactions of substituted 2-(3-oxo-3-phenyl)ethoxybenzo[: D] -1,3,2-dioxaphospholes with perfluorodiacetyl
Publication type: Journal Article
Publication date: 2021-07-16
scimago Q1
wos Q2
SJR: 1.037
CiteScore: 7.4
Impact factor: 4.2
ISSN: 13597345, 1364548X
PubMed ID:
34352057
Materials Chemistry
Metals and Alloys
Surfaces, Coatings and Films
General Chemistry
Ceramics and Composites
Electronic, Optical and Magnetic Materials
Catalysis
Abstract
The Kukhtin-Ramirez reaction of 2-(3-oxo-3-phenyl)ethoxy-benzo[d]-1,3,2-dioxaphospholes with perfluorodiacetyl was monitored by NMR methods. To our surprise the initial stage involved a kinetically controlled [4+4]-cycloaddition with the formation of a cage phosphorane containing a 2',5',8',9'-tetraoxa-2λ5-phosphaspiro[benzo[d][1,3,2]dioxaphosphole-2,1'-bicyclo[4.2.1]nonan]-3'-ene (compound 5) scaffold. Intermediate 5 then converts to spirophosphorane-4',5'-bis(trifluoromethyl)-2λ5-spiro[benzo[d] [1,3,2]dioxaphosphole-2-yl-2,2'-[1,3,2] dioxaphosphole (compound 4). Compound 4 further rearranges into a cage phosphorane derivative containing a [2,5]epoxybenzo[d][1,3,6,2]trioxaphosphocine] (compound 3) backbone.
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Citations from 2024:
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Mironov V. L. et al. The formation of cage phosphoranes and their rearrangements in the reactions of substituted 2-(3-oxo-3-phenyl)ethoxybenzo[: D] -1,3,2-dioxaphospholes with perfluorodiacetyl // Chemical Communications. 2021. Vol. 57. No. 68. pp. 8516-8519.
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Mironov V. L., Dimukhametov M. N., Ivkova G. A., Khayarov K. R., R. Islamov D., Litvinov I. A. The formation of cage phosphoranes and their rearrangements in the reactions of substituted 2-(3-oxo-3-phenyl)ethoxybenzo[: D] -1,3,2-dioxaphospholes with perfluorodiacetyl // Chemical Communications. 2021. Vol. 57. No. 68. pp. 8516-8519.
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TY - JOUR
DO - 10.1039/d1cc02941j
UR - https://xlink.rsc.org/?DOI=D1CC02941J
TI - The formation of cage phosphoranes and their rearrangements in the reactions of substituted 2-(3-oxo-3-phenyl)ethoxybenzo[: D] -1,3,2-dioxaphospholes with perfluorodiacetyl
T2 - Chemical Communications
AU - Mironov, Valery L.
AU - Dimukhametov, Mudaris N.
AU - Ivkova, Gulnara A
AU - Khayarov, Khasan R
AU - R. Islamov, Daut
AU - Litvinov, I. A.
PY - 2021
DA - 2021/07/16
PB - Royal Society of Chemistry (RSC)
SP - 8516-8519
IS - 68
VL - 57
PMID - 34352057
SN - 1359-7345
SN - 1364-548X
ER -
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BibTex (up to 50 authors)
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@article{2021_Mironov,
author = {Valery L. Mironov and Mudaris N. Dimukhametov and Gulnara A Ivkova and Khasan R Khayarov and Daut R. Islamov and I. A. Litvinov},
title = {The formation of cage phosphoranes and their rearrangements in the reactions of substituted 2-(3-oxo-3-phenyl)ethoxybenzo[: D] -1,3,2-dioxaphospholes with perfluorodiacetyl},
journal = {Chemical Communications},
year = {2021},
volume = {57},
publisher = {Royal Society of Chemistry (RSC)},
month = {jul},
url = {https://xlink.rsc.org/?DOI=D1CC02941J},
number = {68},
pages = {8516--8519},
doi = {10.1039/d1cc02941j}
}
Cite this
MLA
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Mironov, Valery L., et al. “The formation of cage phosphoranes and their rearrangements in the reactions of substituted 2-(3-oxo-3-phenyl)ethoxybenzo[: D] -1,3,2-dioxaphospholes with perfluorodiacetyl.” Chemical Communications, vol. 57, no. 68, Jul. 2021, pp. 8516-8519. https://xlink.rsc.org/?DOI=D1CC02941J.