53597-70-9

Usage

Type of Compound

Heterocyclic compound

Structure

Tricyclic structure containing a phosphorus atom, three nitrogen atoms, and a carbon atom within its ring system

Stability

Highly stable organic compound

Application in Coordination Chemistry

Commonly used as a ligand

Use in Synthesis

Used in the synthesis of complex organic molecules

Building Block

Used as a building block for various pharmaceuticals and agrochemicals

Industries

Applications in pharmaceuticals, agriculture, and materials science

Chemical Properties

Versatile chemical properties

InChI:InChI=1/C6H12N3OP/c10-11-4-7-1-8(5-11)3-9(2-7)6-11/h1-6H2

Upstream product

• 194346-40-2 cis-[bis(1,3,5-triaza-7-phosphaadamantane)dichloroplatinum(II)] 
• 110-17-8 (2E)-but-2-enedioic acid 
• 53597-69-6 (1,3,5-triaza-7-phosphaadamantane) 
• 100-97-0 hexamethylenetetramine 

Relevant academic research and scientific papers

Synthesis of iron(III)-carbonyl complex with variable wavelength range for CO release depending on protonation and deprotonation of axial phosphorous ligands

N,C,S-pincer iron(III) carbonyl complexes with two phosphorus ligands—trans-[Fe(L-κ3N,C,S)(CO)(PR3)2]PF6 ([1]PF6, R = Me; PF6, R = OEt) are light-inducible CO releasers under ambient conditions. Optical wavelength ranges corresponding to such a CO release depend on the phosphorous ligands. Complex [1]PF6 responds to light with wavelengths shorter than 500 nm, while the photosensitivity of [2]PF6 is extended to wavelengths up to 800 nm, reaching the so-called phototherapeutic window. Theoretical and experimental studies suggest that the electron-donating ability of phosphorous ligands is essential to determine the wavelength range corresponding to photo-CO dissociation, although the steric difference in the phosphorous ligands for [1]PF6 and [2]PF6 hampers the exclusive evaluation of the electronic effect for CO dissociation from such complexes. A newly synthesized N,C,S-pincer iron(III) carbonyl complex with 1,3,5-triaza-7-phosphaadamantane (PTA) as axial ligands ([3]PF6) has shown variable photosensitivity for the dissociation of CO in response to protonation of the PTA ligand. Based on this finding, in the present study, [3]PF6 is used to confirm the photo-CO dissociation mechanism proposed for [1]PF6 and [2]PF6 and provide clues to molecular design for adjusting the ranges of optical wavelengths required for CO dissociation from trans-[Fe(PyBPT-κ3N,C,S)(CO)(PR3)2]PF6.

Post-assembly guest oxidation in a metallo-supramolecular host and structural rearrangement to a coordination polymer

PTA hosted in a copper metallo-supramolecular triangle undergoes post-assembly oxidation to form PTAO in aerated solutions. The oxidation is triggered by selected co-solvents that also govern the formation of the final crystalline product leading to a discrete host-guest triangle {PTAOat[Cu(o-L)]3} or to a 1D coordination polymer {(PTAO)2at[Cu8][Cu2]}∞containing a {Cu8} ring with a double hosting pocket.

The water-solubilisation of the metalloligand [Pt2(μ2-S)2(PPh3)4] using 1,3,5-triaza-7-phospha-adamantane (PTA)

The synthesis of the platinum(II) μ2-sulfide complex [Pt2(μ2-S)2(PTA)4] (PTA = phosphatriazaadamantane), as a water-soluble analogue of the well-known triphenylphosphine complex [Pt2(μ2-S)2(PPh3)4], has been explored through a range of synthetic routes. A direct synthesis, from cis-[PtCl2(PTA)2] and Na2S·9H2O in benzene was found to be the most effective, while attempted ligand substitution of the PPh3 ligands of [Pt2(μ2-S)2(PPh3)4] with PTA resulted in rearrangement of the {Pt2S2} core, and formation of a series of PTA-substituted trinuclear species of the general composition [Pt3(μ3-S)2(PPh3)x(PTA)6-x]2+. The fully-substituted complex [Pt3(μ3-S)2(PTA)6]2+ was also obtained when cis-[PtCl2(PTA)2] was reacted with a sulfide ion-exchange resin. Reaction of [PtCl2(cod)] (cod = 1,5-cyclooctadiene) with Na2S·9H2O in benzene gave a red solid identified as crude [Pt2(μ2-S)2(cod)2]. Reaction of this labile {Pt2S2} precursor with PTA resulted in the formation of [Pt2(μ2-S)2(PTA)4] along with PTA -oxide and -sulfide. ESI mass spectrometry was widely employed as a convenient tool for exploring this chemistry, in conjunction with 31P{1H} NMR spectroscopy. These PTA-Pt-sulfide species, especially those containing {Pt2S2} cores, have a tendency to decompose in solution. Additional confirmation of the formation of [Pt2(μ2-S)2(PTA)4] was provided by its reaction with [Rh2(μ2-Cl)2(cod)2], resulting in the formation of the adduct [Pt2(μ3-S)2(PTA)4Rh(cod)]+, identified using ESI MS.

Synthesis and structure of stable water-soluble phosphonium alkanoate zwitterions derived from 1,3,5-triaza-7-phosphaadamantane

1,3,5-triaza-7-phosphaadamantane (PTA) was shown to form phosphonium alkanoate zwitterions with unsaturated dicarboxylic acids in water in the absence of strong acids. Solid-state structures of the phosphonium salt (1) derived from maleic or fumaric acids and that of the zwitterionic product (2) of the reaction of PTA with citraconic and mesaconic acids were determined by single-crystal X-ray diffraction. DFT calculations gave insight into the mechanism of the reaction, including the relative reactivity of the four dicarboxylic acids, and revealed the reasons for the lack of phosphonium salt formation by PTA in strongly acidic aqueous solutions.

Oxidations of ER3 (E = P, As, or Sb) by hydrogen peroxide. Methylrhenium trioxide as catalyst

Catalytic and noncatalytic conversions of tertiary phosphines to their oxides by hydrogen peroxide have been investigated. The catalyst is methylrhenium trioxide, CH3ReO3. The kinetics were investigated in acetonitrile-water (1:1 by volume) at 25°C. Stepwise interactions between CH3ReO3 and H2O2 form CH3Re(η2-O2)(O)2(OI2). A, and CH3Re(η2-O2)2(O)(OH2), B. In CH3CN-H2O (1:1 v/v) the equilibrium constants are K1 = 13 ± 2 L mol-1 and K2 = 136 ± 28 L mol-1 at pH 1.0 and 25°C. The forward and reverse rate constants for the formation of A in this medium are k1 = 32.5 ± 0.3 L mol-1 s-1 and k-1 - 3.0 ± 0.2 s-1. Systematic changes in the substituents on phosphorus were made to vary the nucleophilicity of the phosphine and its cone angles; the kinetic effects are discernible, although they lie in a narrow range. Triphenylarsine and triphenylstibine were also studied, and their rates are within a factor of 2 of that for PPh3. The rhenium peroxides A and B show a small difference in reactivity. The bimolecular reactions between A and most of the phosphines have rate constants of the order 105 L mol-1 s-1. The kinetic data support a mechanism that allows nucleophilic attack of the substrate at the rhenium peroxides.

ETUDE DE LA REACTIVITE DE QUELQUES PHOSPHOR(III)ADAMANTANES

A new phosphor(III)adamantan has been synthesized.The reactivity of that compound and of other phosphor(III)adamantans has been investigated.New phosphazens and new spirophosphorans have been obtained.The weak reactivity of these phosphor(III)adamantans can be explained in terms of hybridization of the phosphorus free electron pair.