Synthesis and Coordination Properties of Tripodal Ligand on the Triphenylphosphine Oxide Platform with Carbamoyl Side Arms

Kudryavtsev, I. Yu.; Баулина, Т. В.; Пасечник, М. П.; Matveev, Sergei; Матвеева, А. Г.

doi:10.1080/10426507.2014.904865

Cited by 12 publications

(2 citation statements)

References 53 publications

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“…First reported by Melvin in 1981 [ 145 ], this rearrangement typically involves the isomerization of aryl phosphates to aryl phosphonates in the presence of a base, typically LDA. Since its discovery, the anionic phospha-Fries rearrangement has been used as a cornerstone to synthesize lithium borates as promising materials for lithium-ion batteries [ 146 ] and receptors for the complexation of lanthanides [ 147 ] and other transition metals [ 148 , 149 ]. Recently, Snieckus’s group reported an anionic phospha Fries rearrangement of aryl tetraethylphosphorodiamidates [ 150 , 151 ].…”

Section: Organophosphate Rearrangementsmentioning

confidence: 99%

Organophosphates as Versatile Substrates in Organic Synthesis

Oeser,

Tobrman

2024

Molecules

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This review summarizes the applications of organophosphates in organic synthesis. After a brief introduction, it discusses cross-coupling reactions, including both transition-metal-catalyzed and transition-metal-free substitution reactions. Subsequently, oxidation and reduction reactions are described. In addition, this review highlights the applications of organophosphates in the synthesis of natural compounds, demonstrating their versatility and importance in modern synthetic chemistry.

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Section: Organophosphate Rearrangementsmentioning

confidence: 99%

Organophosphates as Versatile Substrates in Organic Synthesis

Oeser,

Tobrman

2024

Molecules

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“…The use of triphenylphosphine oxide fragment as the core of a tripodal ligand can favor the complex formation with metal ions [25][26][27][28][29]. The combination of the P=O fragment and tetrazole functional groups in hybrid ligands affords the compounds promising as ligands and biologically active molecules.…”

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confidence: 99%

Tripodal Phosphine Oxide Ligand with Tetrazole Functionality

et al. 2021

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Tris[2-(3′-cyanopropoxy)phenyl]phosphine oxide has been obtained via the alkylation of tris(2hydroxyphenyl)phosphine oxide with 4-bromobutyronitrile in the presence of K2CO3. The product structure has been elucidated by means of X-ray diffraction analysis. The terminal cyano groups in the obtained phosphine oxide have been converted into tetrazole rings via the click-reaction with NH4N3 to give a new hybrid tripodal propeller ligand, tris{2-[3′-(tetrazol-5′′-yl)propoxy]phenyl}phosphine oxide. Palladium(II) complexes of the prepared ligand and its short-linker analog, tris[2-(tetrazol-5′-ylmethoxy)phenyl]phosphine oxide, have been synthesized. Cytotoxicity of the ligands and their Pd(II) complexes has been studied.

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Synthesis and molecular structure of functionalized tris[2‐(4′‐substituted butoxyphenyl)]phosphine oxides as precursors of tripodal ligands

Баулина

Kudryavtsev

Smol’yakov

et al. 2018

Heteroatom Chemistry

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A series of tris[2‐(4′‐substituted butoxyphenyl)]phosphine oxides [2‐X(CH2)4OC6H4]3PO (X = OAc (2), OH (3), OSO2Me (4), Br (5), and N3 (6)) useful as precursors of new tripodal ligands have been prepared. Alkylation of initial tris(2‐hydroxyphenyl)phosphine oxide (1) resulted in triacetate 2, which was deprotected to triol 3. The latter has been converted into trimesylate 4, which has been treated with LiBr or NaN3 to give the corresponding tribromo or triazido derivatives 5 and 6, respectively. According to X‐ray diffraction, the molecules of compounds 2, 5, and 6 in crystal adopt conformation where two side arms are oriented to the same direction as the P=O group, while the third side arm is oriented in the opposite manner.

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Synthesis and Coordination Properties of Tripodal Ligand on the Triphenylphosphine Oxide Platform with Carbamoyl Side Arms

Cited by 12 publications

References 53 publications

Organophosphates as Versatile Substrates in Organic Synthesis

Organophosphates as Versatile Substrates in Organic Synthesis

Tripodal Phosphine Oxide Ligand with Tetrazole Functionality

Synthesis and molecular structure of functionalized tris[2‐(4′‐substituted butoxyphenyl)]phosphine oxides as precursors of tripodal ligands

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