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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 27, 1997 - Issue 18
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Original Articles

A Convenient Route for Monodealkylation of Diethyl Phosphonates

Pages 3151-3161 | Received 18 Feb 1997, Published online: 22 Aug 2006

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P. R. Zalupski, M. P. Jensen, R. Chiarizia, M. P. Chiarelli & A. W. Herlinger. (2006) Acid‐Base and Organic‐Water Distribution Equilibria for Symmetrically‐Substituted P,P′‐Dialkyl Alkylenebisphosphonic Acids. Solvent Extraction and Ion Exchange 24:2, pages 177-195.
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Tao Wang & Hong Wu He. (2004) SIMPLE AND IMPROVED PREPARATION OF α-OXOPHOSPHONATE MONOLITHIUM SALTS. Phosphorus, Sulfur, and Silicon and the Related Elements 179:10, pages 2081-2089.
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Gantla Vidyasagar Reddy, HollieK. Jacobs, AravamudanS. Gopalan, RichardE. Barrans$suffix/text()$suffix/text(), MarkL. Dietz, DominiqueC. Stepinski & AlbertW. Herlinger. (2004) Synthesis of Symmetrical Methylenebis(Alkyl Hydrogen Phosphonates) by Selective Cleavage of Methylenebis(Dialkyl Phosphonates) with Morpholine. Synthetic Communications 34:2, pages 331-344.
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JulieA. Griffith, DavidJ. McCauley, RichardE. Barrans$suffix/text()$suffix/text() & AlbertW. Herlinger. (1998) High Yield Synthesis of Tetraethyl Alkylene-Diphosphonates via the Michaelis-Arbuzov Reaction. Synthetic Communications 28:23, pages 4317-4323.
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Articles from other publishers (43)

Lucas Mele, Raphael El Bekri Saudain, Jean-Luc Pirat, David Virieux & Tahar Ayad. (2022) Efficient microwave-assisted selective alkaline hydrolysis of diversely substituted phosphonate esters. Green Chemistry 24:20, pages 7900-7905.
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Nikoletta Harsági & György Keglevich. (2021) The Hydrolysis of Phosphinates and Phosphonates: A Review. Molecules 26:10, pages 2840.
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Kārlis-Ēriks Kriķis, Irina Novosjolova, Anatoly Mishnev & Māris Turks. (2021) 1,2,3-Triazoles as leaving groups in S N Ar–Arbuzov reactions: synthesis of C6-phosphonated purine derivatives . Beilstein Journal of Organic Chemistry 17, pages 193-202.
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Keng Lung Lee, Joey Feld, Paul Hume, Tilo Söhnel & Erin Leitao. (2020) The Synthesis and Mechanistic Considerations of a Series of Ammonium Monosubstituted H ‐Phosphonate Salts . Chemistry – A European Journal 27:2, pages 815-824.
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Gauthier Emonds-Alt, Benoit Mignolet, Cedric Malherbe, Jean-Christophe M. Monbaliu, Francoise Remacle & Gauthier Eppe. (2019) Understanding chemical interaction between phosphonate-derivative molecules and a silver surface cluster in SERS: a combined experimental and computational approach. Physical Chemistry Chemical Physics 21:40, pages 22180-22187.
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Mojtaba Farrokhi, Mahdi Abdollahi & Abdolali Alizadeh. (2019) An efficient method for straightforward phosphorylation of ethylene/vinyl alcohol copolymers using trialkyl phosphite/iodine. Polymer 169, pages 215-224.
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Alexander Yu. Mitrofanov & Yoann Rousselin. (2018) Crystal structure of di-μ-hydroxido-bis{aqua[ethyl (1,10-phenanthrolin-3-yl)phosphonato-κ 2 N , N ′]copper(II)} heptahydrate . Acta Crystallographica Section E Crystallographic Communications 74:12, pages 1751-1754.
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Alison M. Wilders, Nathan D. Contrella, Jessica R. Sampson, Mingfang Zheng & Richard F. Jordan. (2017) Allosteric Effects in Ethylene Polymerization Catalysis. Enhancement of Performance of Phosphine-Phosphinate and Phosphine-Phosphonate Palladium Alkyl Catalysts by Remote Binding of B(C 6 F 5 ) 3 . Organometallics 36:24, pages 4990-5002.
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Charlotte M Sevrain, Mathieu Berchel, Hélène Couthon & Paul-Alain Jaffrès. (2017) Phosphonic acid: preparation and applications. Beilstein Journal of Organic Chemistry 13, pages 2186-2213.
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Ravi Shankar, Swati Mendiratta, Nisha Singla, Gabriele Kociok-KöhnMichael Lutter & Klaus Jurkschat. (2017) Reactivity of Elemental Tin and Zinc toward Organophosphonic Acid Dialkyl Esters: A New One-Pot Recipe for the Synthesis of Coordination Assemblies Derived from O -Alkylorganophosphonate Ligands . Inorganic Chemistry 56:2, pages 721-724.
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Fabian Marquardt, Helmut Keul & Martin Möller. (2015) Straightforward synthesis of phosphate functionalized linear polyglycidol. European Polymer Journal 69, pages 319-327.
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Sevnur Serim, Philipp Baer & Steven H. L. Verhelst. (2015) Mixed alkyl aryl phosphonate esters as quenched fluorescent activity-based probes for serine proteases. Organic & Biomolecular Chemistry 13:8, pages 2293-2299.
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Cécile Bouilhac, Christophe Travelet, Alain Graillot, Sophie Monge, Redouane Borsali & Jean-Jacques Robin. (2014) Synthesis of fatty phosphonic acid based polymethacrylamide by RAFT polymerization and self-assembly in solution. Polymer Chemistry 5:8, pages 2756-2767.
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Hong-Wu He, Hao Peng & Xiao-Song TanHong-Wu He, Hao Peng & Xiao-Song Tan. 2014. Environmentally Friendly Alkylphosphonate Herbicides. Environmentally Friendly Alkylphosphonate Herbicides 123 178 .
Jens Köhler, Fabian Marquardt, Michael Teske, Helmut Keul, Katrin Sternberg & Martin Möller. (2013) Enhanced Hydrolytic Degradation of Heterografted Polyglycidols: Phosphonoethylated Monoester and Polycaprolactone Grafts. Biomacromolecules 14:11, pages 3985-3996.
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Owen S. Fenton, Emily E. Allen, Kyle P. Pedretty, Sean D. Till, Joseph E. Todaro & Bianca R. Sculimbrene. (2012) Catalytic Lewis acid phosphorylation with pyrophosphates. Tetrahedron 68:44, pages 9023-9028.
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Bénédicte Dayde, Samira Benzaria, Claire Pierra, Gilles Gosselin, Dominique Surleraux, Jean-Noël Volle, Jean-Luc Pirat & David Virieux. (2012) Synthesis of a new family of acyclic nucleoside phosphonates, analogues of TPases transition states. Organic & Biomolecular Chemistry 10:17, pages 3448.
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Denisa Francová & Guido Kickelbick. (2008) Synthesis of methacrylate-functionalized phosphonates and phosphates with long alkyl-chain spacers and their self-aggregation in aqueous solutions. Monatshefte für Chemie - Chemical Monthly 140:4, pages 413-422.
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Dongming He, Wei Sun, Thomas Schrader & Mathias Ulbricht. (2009) Protein adsorbers from surface-grafted copolymers with selective binding sites. J. Mater. Chem. 19:2, pages 253-260.
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David E. Bryant, Colin Kilner & Terence P. Kee. (2009) Facile one-pot mono-dealkylation of H-phosphonate esters in high yield. Inorganica Chimica Acta 362:2, pages 614-616.
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Sarwat Chowdhury, Niraj J. Muni, Nicholas P. Greenwood, David R. Pepperberg & Robert F. Standaert. (2007) Phosphonic acid analogs of GABA through reductive dealkylation of phosphonic diesters with lithium trialkylborohydrides. Bioorganic & Medicinal Chemistry Letters 17:13, pages 3745-3748.
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Petra Rzepecki, Nina Geib, Manuel Peifer, Frank Biesemeier & Thomas Schrader. (2007) Synthesis and Binding Studies of Alzheimer Ligands on Solid Support. The Journal of Organic Chemistry 72:10, pages 3614-3624.
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Markus Arendt, Wei Sun, Jens Thomann, Xiulan Xie & Thomas Schrader. (2006) Dendrimeric Bisphosphonates for Multivalent Protein Surface Binding. Chemistry – An Asian Journal 1:4, pages 544-554.
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Andrew Abell, Jane Taylor, Thomas R. Hoye & Elena Sizova. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Frank-Gerrit Klärner, Björn Kahlert, Anke Nellesen, Jan Zienau, Christian Ochsenfeld & Thomas Schrader. (2006) Molecular Tweezer and Clip in Aqueous Solution:  Unexpected Self-Assembly, Powerful Host−Guest Complex Formation, Quantum Chemical 1 H NMR Shift Calculation . Journal of the American Chemical Society 128:14, pages 4831-4841.
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P. R. Zalupski, M. P. Jensen & A. W. Herlinger. (2005) Investigation of Acid-Base Equilibria for Symmetrically Substituted P,P′-Dialkyl Partial Esters of Bisphosphonic Acids. Journal of Solution Chemistry 34:8, pages 869-880.
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O. Senhaji, J. J. Robin, M. Achchoubi & B. Boutevin. (2004) Synthesis and Characterization of New Methacrylic Phosphonated Surface Active Monomer. Macromolecular Chemistry and Physics 205:8, pages 1039-1050.
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Robert A Moss & Paul K Gong. (2003) Proton exchange and chemoselectivity in metal cation and hydroxide ion hydrolyses of phosphonoacetate diesters. Tetrahedron Letters 44:42, pages 7845-7848.
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Dominique C Stepinski, Derek W Nelson, Peter R Zalupski & Albert W Herlinger. (2001) Facile high yielding synthesis of symmetric esters of methylenebisphosphonic acid. Tetrahedron 57:41, pages 8637-8645.
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Dorota Sikora, Tomasz Nonas & Tadeusz Gajda. (2001) O-Ethyl 1-azidoalkylphosphonic acids—versatile reagents for the synthesis of protected phosphonamidate peptides. Tetrahedron 57:8, pages 1619-1625.
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