4-Nitrophenyl phosphoric acid and its four different potassium salts: a solid state structure and kinetic study

Kuczek, Marian; Bryndal, Iwona; Lis, Tadeusz

doi:10.1039/b515789g

Cited by 13 publications

(7 citation statements)

References 51 publications

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“…Comment 4-Nitrophenyl phosphate has a high-energy P-O ester bond and is a substrate for the phosphatase assay (Brethes et al, 1979). The present crystallographic analysis of the title compound, (I), extends our ongoing investigations of 4nitrophenyl phosphate in three different ionized forms, in connection with the role of K + cations in the hydrolysis of 4nitrophenyl phosphate (Kuczek et al, 2006). The crystal stucture of the commercially available disodium 4-nitrophenyl phosphate hexahydrate salt was reported earlier by Zimmerman et al (2006).…”

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confidence: 78%

Disodium 4-nitrophenyl phosphate trihydrate

et al. 2007

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confidence: 78%

Disodium 4-nitrophenyl phosphate trihydrate

et al. 2007

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“…It has been proved that they are useful in self-assembly of larger discrete assemblies or even coordination polymers. [8][9][10][11] Over the last decade, the most popular ligands of them employed in the construction of MOF were the derivatives of phosphate triester, phosphate diester or phosphate monoester. However, ester of phosphonic acid or phosphinic acid has not been well explored until now.…”

Section: Introductionmentioning

confidence: 99%

Interpenetrating 2D Manganese(II) Coordination Polymer Supported by 4,4′‐Bis(dimethoxyphosphorylmethyl)‐biphenyl Ligands

Zhang

Yin

et al. 2009

Chin. J. Chem.

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A novel coordination polymer [Mn(bdpbp) 2 (NO 3 ) 2 ] n (1), where bdpbp ＝ 4,4'-bis(dimethoxyphosphorylmethyl)biphenyl, was prepared under mild condition. The structure has been determined by single-crystal X-ray diffraction analyses and further characterized by elemental analyses, IR spectra, luminescent property and thermogravimetric analyses. Structure of 1 exhibits infinite grid frameworks and forms two fold interpenetrating nets. Weak C-H…O hydrogen bonds ensure the formation and stability of a three dimensional supramolecular network.

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“…In this context, we became interested in the reaction of phosphate monoesters with different bases to study the H-bonding interaction of the resulting ion pair between an anionic phosphate monoester and different counter cations. Although molecular phosphate monoesters mostly form polymeric structures in the solid state, − we have recently reported the syntheses of several bulky aryl-substituted neutral and anionic phosphate monoesters ( 1 – 8 in Scheme ), which exhibit H-bonded dimeric molecular structures analogous to those in carboxylic acids . Through partial blockage of the H-bonding potential of the ArOP(O)(OH) 2 unit by using either a hydrogen-bonding acceptor solvent (such as acetone or acetonitrile) or a hydrogen-bonding donor as counter cation (such as triethylammonium), we were able to realize dimeric supramolecular structures (Scheme ).…”

Section: Introductionmentioning

confidence: 99%

Structural Diversity in Supramolecular Organization of Anionic Phosphate Monoesters: Role of Cations

et al. 2019

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Syntheses and structures of anionic arylphosphate monoesters [ArOP(O) 2 (OH)] − (Ar = 2,6-CHPh 2 -4-R-C 6 H 2 ; R = Me/Et/ i Pr/ t Bu) with different counter cations are reported. The counter cations were varied systematically: imidazolium cation, 2-methyl imidazolium cation, N -methyl imidazolium cation, N , N ′-alkyl substituted imidazolium cation, 1,4-diazabicyclo[2.2.2]octan-1-ium cation, 4,4′-bipyridinium dication, and magnesium(II) dication. The objective was to examine if the supramolecular structure of anionic arylphosphate monoesters could be modulated by varying the cation. It was found that an eight-membered P 2 O 4 H 2 -hydrogen-bonded dimeric motif involving intermolecular H-bonding between the [P(O)(OH)] unit of the anionic phosphate monoester along with the counter cation is formed with 2-methyl imidazolium cation, N -methyl imidazolium cation, N , N ′-alkyl substituted imidazolium cation, 1,4-diazabicyclo[2.2.2]octan-1-ium cation, and magnesium(II) dication; both discrete and polymeric H-bonded structures are observed. In the case of imidazolium cations and 1,4-diazabicyclo[2.2.2]octan-1-ium cation, the formation of one-dimensional polymers (single lane/double lane) was observed. On the other hand, two types of phosphate motifs, intermolecular H-bonded dimer and an open-form, were observed in the case of 4,4′-bipyridinium dication.

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4-Nitrophenyl phosphoric acid and its four different potassium salts: a solid state structure and kinetic study

Cited by 13 publications

References 51 publications

Disodium 4-nitrophenyl phosphate trihydrate

Disodium 4-nitrophenyl phosphate trihydrate

Interpenetrating 2D Manganese(II) Coordination Polymer Supported by 4,4′‐Bis(dimethoxyphosphorylmethyl)‐biphenyl Ligands

Structural Diversity in Supramolecular Organization of Anionic Phosphate Monoesters: Role of Cations

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