Home / Publications / Rearrangements of diferrocenylcyclopropenium ions in the reactions with bis-1,4-O,S-nucleophiles

Rearrangements of diferrocenylcyclopropenium ions in the reactions with bis-1,4-O,S-nucleophiles

J J Sanchez Garcia 1
J J Sanchez Garcia
Elena Ivanovna Klimova 1
Elena Ivanovna Klimova
Published 2020-08-31
CommunicationVolume 30, Issue 5, 577-579
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Sanchez Garcia J. J., Klimova E. I. Rearrangements of diferrocenylcyclopropenium ions in the reactions with bis-1,4-O,S-nucleophiles // Mendeleev Communications. 2020. Vol. 30. No. 5. pp. 577-579.
GOST all authors (up to 50) Copy
Sanchez Garcia J. J., Klimova E. I. Rearrangements of diferrocenylcyclopropenium ions in the reactions with bis-1,4-O,S-nucleophiles // Mendeleev Communications. 2020. Vol. 30. No. 5. pp. 577-579.
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TY - JOUR
DO - 10.1016/j.mencom.2020.09.008
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.09.008
TI - Rearrangements of diferrocenylcyclopropenium ions in the reactions with bis-1,4-O,S-nucleophiles
T2 - Mendeleev Communications
AU - Sanchez Garcia, J J
AU - Klimova, Elena Ivanovna
PY - 2020
DA - 2020/08/31
PB - Mendeleev Communications
SP - 577-579
IS - 5
VL - 30
ER -
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@article{2020_Sanchez Garcia,
author = {J J Sanchez Garcia and Elena Ivanovna Klimova},
title = {Rearrangements of diferrocenylcyclopropenium ions in the reactions with bis-1,4-O,S-nucleophiles},
journal = {Mendeleev Communications},
year = {2020},
volume = {30},
publisher = {Mendeleev Communications},
month = {Aug},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.09.008},
number = {5},
pages = {577--579},
doi = {10.1016/j.mencom.2020.09.008}
}
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Sanchez Garcia, J. J., and Elena Ivanovna Klimova. “Rearrangements of diferrocenylcyclopropenium ions in the reactions with bis-1,4-O,S-nucleophiles.” Mendeleev Communications, vol. 30, no. 5, Aug. 2020, pp. 577-579. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.09.008.

Keywords

1,3-oxathiolanes
bis-1,4-O,S-nucleophiles
cyclopropenium salts
ferrocene
oxathiepines
prop-2-enethioates

Abstract

Reactions of 3-R-1,2-diferrocenylcyclopropenium ions (R is 4-morpholino or SMe) with 2-mercaptophenol or 2-mercaptoethanol proceed via a ring opening and result in three types of products, namely, diferrocenyl-substituted 1,3-oxathiolanes, 1,4-oxathiepines and alkyl prop-2-enethioates.

References

1.
Diferrocenylcyclopropenyl cations. Synthesis, structures, and some chemical properties
Klimova E.I., Berestneva T.K., Ortega S.H., Iturbide D.M., Marquez A.G., García M.M.
Journal of Organometallic Chemistry, 2005
3.
Chemistry of cyclopropenones
Potts K.T., Baum J.S.
Chemical Reviews, 1974
4.
Synthesis, structure, and some chemical properties of diferrocenyl-1,2,3-triazines
Klimova E.I., Klimova T., Álamo M.F., Iturbide D.M., García M.M.
Journal of Heterocyclic Chemistry, 2009
5.
N-alkyl-2-(1,2-diferrocenylvinyl)-4,5-dihydrooxazolinium salts, multi-component synthesis and breaking of their heterocyclic systems
Sánchez García J.J., Flores-Alamo M., Martínez Klimov M.E., Klimova E.I.
Pure and Applied Chemistry, 2016
6.
2-Arylimino(diferrocenyl)- and (di-p-anisyl)dihydropyrimidines: Novel Synthesis, Structures, and Electrochemistry
Klimova E.I., Vázquez López E.A., Alamo M.F., Ortiz-Frade L.A., Hernández-Sánchez G., Sotelo Domínguez V.H., García M.M.
Journal of Heterocyclic Chemistry, 2012
7.
Synthesis, Electrochemistry and Antitumor Activity of 1’H, 3’H(Me)-spiro-[(aza)benzimidazoline-2’, 3-(1,2-diferrocenylcyclopropenes)], 2-(1,2-Diferrocenylvinyl)benz- and Azabenzimidazoles
García J.J., Ortiz-Frade L., Martínez-Klimova E., Ramos J.C., Flores-Alamo M., Apan T.R., Klimova E.I.
Open Journal of Synthesis Theory and Applications, 2014
8.
Diferrocenyl(areno)oxazoles, spiro(arenooxazole)cyclopropenes, quinolines and areno[1,4-]oxazines: Synthesis, characterization and study of their antitumor activity
Sánchez García J.J., Flores-Álamo M., Martínez-Klimova E., Ramírez Apan T., Klimova E.I.
Journal of Organometallic Chemistry, 2018
9.
Facile synthesis of 1,3-oxathiolanes from ketones and i-mercaptoethanol
Wilson G.E., Huang M.G., Schloman W.W.
Journal of Organic Chemistry, 1968
10.
Bioorganometallic Chemistry of Ferrocene
van Staveren D.R., Metzler-Nolte N.
Chemical Reviews, 2004
11.
Heterylferrocenes. Synthesis and use
Shvekhgeimer M.A.
Russian Chemical Reviews, 1996
12.
An Investigation of Imidazole and Oxazole Syntheses Using Aryl-Substituted TosMIC Reagents1
Sisko J., Kassick A.J., Mellinger M., Filan J.J., Allen A., Olsen M.A.
Journal of Organic Chemistry, 2000
13.
Methoxide Ion Promoted Efficient Synthesis of 1,3-Oxathiolane-2-thiones by Reaction of Oxiranes and Carbon Disulfide
Yavari I., Ghazanfarpour-Darjani M., Hossaini Z., Sabbaghan M., Hosseini N.
Synlett, 2008
15.
Use of Lawesson's Reagent in Organic Syntheses
Ozturk T., Ertas E., Mert O.
Chemical Reviews, 2007
18.
CrysAlis PRO, CrysAlis RED, Agilent Technologies, Yarnton, Oxfordshire, UK, 2013.
19.
The analytical calculation of absorption in multifaceted crystals
Clark R.C., Reid J.S.
Acta Crystallographica Section A Foundations of Crystallography, 1995
20.
10.1016/j.mencom.2020.09.008_sbref0095a
Sheldrick
Acta Crystallogr., 2015
21.
10.1016/j.mencom.2020.09.008_sbref0095b
Sheldrick
Acta Crystallogr., 2015
22.
WinGXandORTEP for Windows: an update
Farrugia L.J.
Journal of Applied Crystallography, 2012
23.
Mercury: visualization and analysis of crystal structures
Macrae C.F., Edgington P.R., McCabe P., Pidcock E., Shields G.P., Taylor R., Towler M., van de Streek J.
Journal of Applied Crystallography, 2006