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Synthesis of bis-phosphonium salts from 6-bromo-1,2-naphthoquinone and α,ω-bis(diphenylphosphino)alkanes

Nadezhda R Khasiyatullina 1
Nadezhda R Khasiyatullina
Andrey Vladimirovich Bogdanov 1
Andrey Vladimirovich Bogdanov
Dmitry Borisovich Krivolapov 1
Dmitry Borisovich Krivolapov
Igor Anatol'evich Litvinov 1
Igor Anatol'evich Litvinov
Published 2011-11-10
CommunicationVolume 21, Issue 6, 346-348
6
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Khasiyatullina N. R. et al. Synthesis of bis-phosphonium salts from 6-bromo-1,2-naphthoquinone and α,ω-bis(diphenylphosphino)alkanes // Mendeleev Communications. 2011. Vol. 21. No. 6. pp. 346-348.
GOST all authors (up to 50) Copy
Khasiyatullina N. R., Mironov V. F., Bogdanov A. V., Krivolapov D. B., Litvinov I. A. Synthesis of bis-phosphonium salts from 6-bromo-1,2-naphthoquinone and α,ω-bis(diphenylphosphino)alkanes // Mendeleev Communications. 2011. Vol. 21. No. 6. pp. 346-348.
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TY - JOUR
DO - 10.1016/j.mencom.2011.11.019
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.11.019
TI - Synthesis of bis-phosphonium salts from 6-bromo-1,2-naphthoquinone and α,ω-bis(diphenylphosphino)alkanes
T2 - Mendeleev Communications
AU - Khasiyatullina, Nadezhda R
AU - Mironov, Vladimir Fedorovich
AU - Bogdanov, Andrey Vladimirovich
AU - Krivolapov, Dmitry Borisovich
AU - Litvinov, Igor Anatol'evich
PY - 2011
DA - 2011/11/10
PB - Mendeleev Communications
SP - 346-348
IS - 6
VL - 21
ER -
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@article{2011_Khasiyatullina,
author = {Nadezhda R Khasiyatullina and Vladimir Fedorovich Mironov and Andrey Vladimirovich Bogdanov and Dmitry Borisovich Krivolapov and Igor Anatol'evich Litvinov},
title = {Synthesis of bis-phosphonium salts from 6-bromo-1,2-naphthoquinone and α,ω-bis(diphenylphosphino)alkanes},
journal = {Mendeleev Communications},
year = {2011},
volume = {21},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.11.019},
number = {6},
pages = {346--348},
doi = {10.1016/j.mencom.2011.11.019}
}
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Khasiyatullina, Nadezhda R., et al. “Synthesis of bis-phosphonium salts from 6-bromo-1,2-naphthoquinone and α,ω-bis(diphenylphosphino)alkanes.” Mendeleev Communications, vol. 21, no. 6, Nov. 2011, pp. 346-348. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.11.019.

Abstract

1,4-Bis(diphenylphosphino)butane and 1,5-bis(diphenylphosphino)pentane add two molecules of 6-bromo-1,2-naphthoquinone to afford bis-ylides which on treatment with protic acids are converted into the corresponding P,P’-bis(7-bromo-3,4-dihydroxy-1-naphthyl)-substituted bis-phosphonium salts.

References

1.
Arylphosphonium salts interact with DNA to modulate cytotoxicity
Bergeron K.L., Murphy E.L., Majofodun O., Muñoz L.D., Williams J.C., Almeida K.H.
Mutation Research - Genetic Toxicology and Environmental Mutagenesis, 2009
2.
Mitochondrial targeting of electron scavenging antioxidants: Regulation of selective oxidation vs random chain reactions☆
Kagan V.E., Wipf P., Stoyanovsky D., Greenberger J.S., Borisenko G., Belikova N.A., Yanamala N., Samhan Arias A.K., Tungekar M.A., Jiang J.
Advanced Drug Delivery Reviews, 2009
3.
10.1016/j.mencom.2011.11.019_bib0015
Min
J. Nucl. Med., 2004
5.
An attempt to prevent senescence: A mitochondrial approach
Skulachev V.P., Anisimov V.N., Antonenko Y.N., Bakeeva L.E., Chernyak B.V., Erichev V.P., Filenko O.F., Kalinina N.I., Kapelko V.I., Kolosova N.G., Kopnin B.P., Korshunova G.A., Lichinitser M.R., Obukhova L.A., Pasyukova E.G., et. al.
Biochimica et Biophysica Acta - Bioenergetics, 2009
8.
Phosphonium Salt Organocatalysis
Werner T.
Advanced Synthesis and Catalysis, 2009
9.
Lewis Acid Organocatalysts
Sereda O., Tabassum S., Wilhelm R.
Topics in Current Chemistry, 2009
12.
Amide bond formation and peptide coupling
Montalbetti C.A., Falque V.
Tetrahedron, 2005
13.
Tetraarylphosphonium Salts as Soluble Supports for Oxidative Catalysts and Reagents
Roy M., Poupon J., Charette A.B.
Journal of Organic Chemistry, 2009
14.
Tetraarylphosphonium Salts as Soluble Supports for the Synthesis of Small Molecules
Stazi F., Marcoux D., Poupon J., Latassa D., Charette A.
Angewandte Chemie - International Edition, 2007
16.
Extraction of Biomolecules Using Phosphonium-Based Ionic Liquids + K3PO4 Aqueous Biphasic Systems
Louros C.L., Cláudio A.F., Neves C.M., Freire M.G., Marrucho I.M., Pauly J., Coutinho J.A.
International Journal of Molecular Sciences, 2010
17.
10.1016/j.mencom.2011.11.019_bib0085
Huang
Prog. Chem., 2009
18.
Phosphonium ionic liquids based on bulky phosphines: synthesis, structure and properties
Ermolaev V., Miluykov V., Rizvanov I., Krivolapov D., Zvereva E., Katsyuba S., Sinyashin O., Schmutzler R.
Dalton Transactions, 2010
19.
Anion recognition by phosphonium calix[4]arenes: synthesis and physico-chemical studies
Pomecko R., Asfari Z., Hubscher-Bruder V., Bochenska M., Arnaud-Neu F.
Supramolecular Chemistry, 2010
20.
Tributylmethylphosphonium Bis(trifluoromethylsulfonyl)amide as an Effective Electrolyte Additive for Lithium Secondary Batteries
Tsunashima K., Yonekawa F., Kikuchi M., Sugiya M.
Journal of the Electrochemical Society, 2010
21.
1,10-Phenanthroline-5,6-dione complexes of middle transition elements: Mono- and dinuclear derivatives
Brechin E.K., Calucci L., Englert U., Margheriti L., Pampaloni G., Pinzino C., Prescimone A.
Inorganica Chimica Acta, 2008
23.
Supramolecular Metal−Organometallic Coordination Networks Based on Quinonoid π-Complexes
Oh M., Carpenter G.B., Sweigart D.A.
Accounts of Chemical Research, 2003
25.
N. R. Khasiyatullina, A.V. Bogdanov and V. F. Mironov, Zh. Org. Khim., 2010, 46, 307.(Russ. J. Org. Chem., 2010, 46, 304).
28.
APEX2 (Version 2.1), SAINTPlus. Data Reduction and Correction Program (Version 7.31A), Bruker Advanced X-ray Solutions, BrukerAXS Inc., Madison, Wisconsin, USA, 2006.
29.
E-map improvement in direct procedures
Altomare A., Cascarano G., Giacovazzo C., Viterbo D.
Acta Crystallographica Section A Foundations of Crystallography, 1991
30.
M. Sheldrick, SHELXL-97 Program for Crystal Structure Refinement, University of Göttingen, Germany, 1997.
31.
10.1016/j.mencom.2011.11.019_bib0155
Spek
Acta Crystallogr., Sect. A, 1990