18406-56-9Relevant academic research and scientific papers
Acetic acid mediated synthesis of phosphonate-substituted titanium oxo clusters
Czakler, Matthias,Artner, Christine,Schubert, Ulrich
, p. 2038 - 2045 (2014/05/06)
New phosphonate/acetate-substituted titanium oxo/alkoxo clusters were prepared from Ti(OiPr)4 and bis(trimethylsilyl) phosphonates in the presence of acetic acid, which served to generate water in situ through ester formation. The process led to clusters with a higher degree of condensation than in previously known phosphonate-substituted titanium oxo clusters. The clusters [Ti6O4(OiPr)10(OAc)2(O 3PR)2] (OAc = acetate) were obtained for a large variety of functional and non-functional groups R under a range of reaction conditions. This cluster type, which is also retained in solution, therefore appears to be very robust. Two other clusters, [Ti5O(OiPr)11(OAc)(O 3PCH2CH2CH2Br)3] and [Ti5O3(OiPr)6(OAc)4(O 3P-xylyl)2], were only isolated in special cases. Several acetate/phosphonate-substituted titanium cage compounds were obtained from the reaction of titanium isopropoxide with bis(trimethylsilyl) phosphonates in the presence of acetic acid as water generator.
Acetic acid mediated synthesis of phosphonate-substituted titanium oxo clusters
Czakler, Matthias,Artner, Christine,Schubert, Ulrich
, p. 2038 - 2045 (2015/04/27)
New phosphonate/acetate-substituted titanium oxo/alkoxo clusters were prepared from Ti(OiPr)4 and bis(trimethylsilyl) phosphonates in the presence of acetic acid, which served to generate water in situ through ester formation. The process led to clusters with a higher degree of condensation than in previously known phosphonate-substituted titanium oxo clusters. The clusters [Ti6O4(OiPr)10(OAc)2(O3PR)2] (OAc = acetate) were obtained for a large variety of functional and non-functional groups R under a range of reaction conditions. This cluster type, which is also retained in solution, therefore appears to be very robust. Two other clusters, [Ti5O(OiPr)11(OAc)(O3PCH2CH2CH2Br)3] and [Ti5O3(OiPr)6(OAc)4(O3P-xylyl)2], were only isolated in special cases. Several acetate/phosphonate-substituted titanium cage compounds were obtained from the reaction of titanium isopropoxide with bis(trimethylsilyl) phosphonates in the presence of acetic acid as water generator.
Influence of the phosphonate ligand on the structure of phosphonate-substituted titanium oxo clusters
Czakler, Matthias,Artner, Christine,Schubert, Ulrich
, p. 5790 - 5796 (2013/12/04)
The reaction of titanium isopropoxide, Ti(OiPr)4, with bis(trimethylsilyl) phosphonates has led to structures containingTi3O units [= Ti3(μ3-O)(μ2-OiPr) 3(OiPr)3(O3PR)
An Efficient Method for Synthesis of 4-(Phosphonomethyl)benzene Derivatives under Solvent-Free Conditions
Yang, Ting,Lin, Changxue,Fu, Hua,Jiang, Yuyang,Zhao, Yufen
, p. 1017 - 1022 (2007/10/03)
A simple, efficient and general method has been developed for synthesis of 4-(phosphonomethyl)benzene derivatives through one-pot reaction of phosphoric acid, 4-substitute benzyl chlorides and hexamethyldisilazane under solvent-free conditions and the following hydrolysis in 2M NH4OH.
Chiral, non-racemic α-hydroxyphosphonates and phosphonic acids via stereoselective hydroxylation of diallyl benzylphosphonates
Skropeta, Danielle,Schmidt, Richard R.
, p. 265 - 273 (2007/10/03)
Chiral, non-racemic α-hydroxyphosphonates have been prepared in high enantiomeric excess (96-98% ee), via stereoselective oxaziridine-mediated hydroxylation of diallyl benzylphosphonates. The enantiomeric purity and absolute configuration of the α-hydroxy
Dealkylation of phosphonate esters with chlorotrimethylsilane
Gutierrez,Prisbe,Rohloff
, p. 1299 - 1302 (2007/10/03)
Chlorotrimethylsilane completely dealkylates phosphonate esters at elevated temperature in a sealed reaction vessel. These conditions are tolerated by a variety of functional groups and lead to high conversions of dimethyl, diethyl and diisopropyl phosphonates to their corresponding phosphonic acids.
Microwave irradiation in organophosphorus chemistry 1: The Michaelis-Arbuzov reaction
Kiddle, James J.,Gurley, Alison F.
, p. 195 - 205 (2007/10/03)
A diverse series of phosphonate esters have been prepared using a domestic microwave oven. The microwave enhanced Michaelis-Arbuzov reaction shows remarkable rate acceleration under microwave irradiation and allows the facile synthesis, and in certain cases easy workup, of alkyl, α-substituted and aryl phosphonates.
Preparation of chiral α-monofluoroalkylphosphonic acids and their evaluation as inhibitors of protein tyrosine phosphatase 1B
Kotoris, Christopher C.,Wen, Wcndy,Lough, Alan,Taylor, Scott D.
, p. 1271 - 1281 (2007/10/03)
Enantiomerically pure α-monofluoroalkylphosphonic acids 4-9 were synthesized by diastereoselective electrophilic fluorination of α-carbanions of asymmetric phosphonamidates bearing (-)-ephedrine as a chiral auxiliary. The diastereomeric excess of the fluo
Dealkylation Reaction of Acetals, Phosphonate, and Phosphate Esters with Chlorotrimethylsilane/Metal Halide Reagent in Acetonitrile, and Its Application to the Synthesis of Phosphonic Acids and Vinyl Phosphates
Morita, Tsuyoshi,Okamoto, Yoshiki,Sakurai, Hiroshi
, p. 267 - 273 (2007/10/02)
A mild and efficient method has been developed for carbon-oxygen bond cleavage using chlorotrimethylsilane/sodium iodide in acetonitrile.It was applied to synthetic transformation under nonaqueous and neutral conditions, such as acetal deprotection and the synthesis of phosphonic acids from the corresponding dialkyl phosphonates via methanolysis of their silyl esters.Effectiveness of various kinds of metal or ammonium iodides for this type of dealkylation was examined in the acetonitrile solution by 1H NMR.Satisfactory results were also obtained with lithium or potassium iodide in place of sodium iodide.However, copper(I) or quarternary ammonium iodide was ineffective.Chlorotrimethylsilane/lithium bromide in acetonitrile is effective for selective dealkylation of multifunctional phosphonic esters or dialkyl vinyl phosphates.
