52337-68-5

Upstream product

• 50-00-0 formaldehyd 
• 14990-01-3 benzylphosphine 
• 301155-73-7 benzylbis(hydroxymethyl)phosphine sulfide 

Downstream Products

• 26092-91-1 1-benzyl-1-oxo-2,6-diphenyl-1H-1λ⁵-phosphinin-4-one 
• 26092-90-0 1-benzyl-2,6-diphenyl-phosphinan-4-one 
• 4538-55-0 tribenzylphosphine oxide 
• 92556-42-8 Hydroxymethyl-dibenzyl-phosphin 
• 7650-89-7 tribenzylphosphine 
• 863238-23-7 1,1'-dibenzyl-2,6,2',6'-tetraphenyl-1H,1'H-[4,4']biphosphininylidene 
• 41269-32-3 4-benzhydrylidene-1-benzyl-2,6-diphenyl-1,4-dihydro-phosphinine 
• 40585-58-8 2,6-di-p-tolyl-4-(1,1,2-triphenyl-ethyl)-phosphinine 
• 40585-54-4 4-benzhydrylidene-1-benzyl-2,6-di-p-tolyl-1,4-dihydro-phosphinine 
• 41269-31-2 4-benzhydrylidene-1-benzyl-2,6-di-p-tolyl-1,4-dihydro-phosphinine 1-oxide 
• 301155-73-7 benzylbis(hydroxymethyl)phosphine sulfide 
• 1571910-44-5 [Fe(μ-1,2-benzenedithiolate)(C30H32N2P2)(CO)] 
• 1340586-41-5 1,5-diphenyl-3,7-dibenzyl-1,5-diaza-3,7-diphosphacyclooctane 
• 41269-29-8 1-benzyl-1-oxo-2,6-di-p-tolyl-1H-1λ⁵-phosphinin-4-one 

Relevant academic research and scientific papers

Self-assembly of novel macrocyclic aminomethylphosphines with hydrophobic intramolecular cavities

Novel macroheterocyclic tetraphosphines, namely, 1,1′,5,5′- bis(arylene)-bis(1,5-diaza-3,7-diphosphacyclooctanes) 2-6, were obtained without the use of high-dilution techniques or any matrix by the reaction of bis(hydroxymethyl)-organylphosphines with primary aromatic diamines containing two p-phenylene fragments linked by various one-atom bridges in a molecular self-assembly process. The structures of 4, 5 and 6 were investigated by X-ray crystal structure analyses. The macrocyclic cavities can be described as a truncated rhombohedral prism with side faces formed by phenylene rings and 1,5-diaza-3,7-diphosphacyclooctanes in the truncated acute angles. In the crystals of these macrocycles, solvating DMF molecules are present, and a methyl group from each of two DMF molecules penetrates the macrocyclic cavities of 4 and 5 from either side, whereas only one disordered molecule of DMF penetrates the cavity of macrocycle 6. Different types of crystal packing are observed for the P-benzyl-substituted compounds 4 and 5 and for the P-mesityl-substituted compound 6: for 4 and 5 the formation of alternating layers containing the macrocycles and the DMF molecules is observed, in which the cavities of the macrocyclic molecules form channels and the DMF molecules are located in the centers of the channels; in the crystal of 6, six molecules are arranged around the 3 axis in the fashion of a six-bladed propeller.

Synthesis and structure of iron (II) complexes of functionalized 1,5-diaza-3,7-diphosphacyclooctanes

In order to synthesize new iron (II) complexes of 1,5-diaza-3,7-diphosphacyclooctanes with a wider variety of the substituents on ligands heteroatoms (including functionalized ones, namely, pyridyl groups) and co-ligands, it was found that these ligands with relatively small phenyl, benzyl, and pyridin-2-yl substituents on phosphorus atoms in acetonitrile formed bis-P,P-chelate cis-complexes [L2Fe(CH3CN)2]2+ (BF4)2?, whereas P-mesityl-substituted ligand formed only monoligand P,P-complex [LFe(CH3CN)4]2+ (BF4)2?. 3,7-dibenzyl-1,5-di(10-(R)- phenylethyl)-1,5-diaza-3,7-diphosphacyclooctane reacted with hexahydrate of iron (II) tetrafluoroborate in acetone to give an unusual bis-ligand cationic complex of the composition [L2Fe(BF4)]+ BF4?, where two fluorine atoms of the tetrafluoroborate unit occupied two pseudo-equatorial positions at roughly octahedral iron ion, according to X-ray diffraction data. 1,5-diaza-3,7-diphosphacyclooctanes replaced tetrahydrofurane and one of the carbonyl ligands of cyclopentadienyldicarbonyl(tetrahydrofuran)iron (II) tetrafluoroborate to form heteroligand complexes [CpFeL(CO)]+BF4?. The structural studies in the solid phase and in solutions showed that diazadiphosphacyclooctane ligands of all complexes adopted chair-boat conformations so that their nitrogen atoms were in close proximity to the central iron ion. The redox properties of the obtained complexes were performed by the cyclic voltammetry method.

Coordination and conformational isomers in mononuclear iron complexes with pertinence to the [FeFe] hydrogenase active site

A series of six mononuclear iron complexes of the type [Fe(X-bdt)(P R2NPh2)(CO)] (PR 2NPh2 = 1,5-diaza-3,7-diphosphaoctane, bdt = benzenedithiolate with X = H, Cl2 or Me and R = Ph, Bn, Cyc or tert-Bu) was prepared. This new class of penta-coordinate iron complexes contains a free coordination site and a pendant base as essential structural features of the [FeFe]-hydrogenase active site. The bidentate nature of the PR2NPh2 ligands was found to be crucial for the preferential formation of coordinatively unsaturated penta-coordinate complexes, which is supported by first principle calculations. IR-spectroscopic data suggest the presence of coordination isomers around the metal center, as well as multiple possible conformers of the PR 2NPh2 ligand. This finding is further corroborated by X-ray crystallographic and computational studies. 31P{1H}-NMR- and IR-spectroscopic as well as electrochemical measurements show that the electronic properties of the complexes are strongly, and independently, influenced by the P-substituents at the PR2NPh2 ligand as well as by modifications of the bdt bridge. These results illustrate the advantages of this modular platform, which allows independent and selective tuning through site specific modifications. Potential catalytic intermediates, namely singly reduced and protonated complexes, have been further investigated by spectroscopic methods and exhibit remarkable stability. Finally, their general capacity for electro-catalytic reduction of protons to molecular hydrogen was verified.

Versatile synthesis of PR2NR′ 2 ligands for molecular electrocatalysts with pendant bases in the second coordination sphere

Two 1,5-diaza-3,7-diphosphacyclooctane (P2N2) ligands with alkyl-substituted phosphines have been synthesized via a versatile method that allows for improved control of the phosphine substituent. The methyl- and benzyl-substituted phosphine P2N2 ligands (P Me2NPh2 and PBn 2NPh2) were synthesized and characterized by 31P{1H} NMR, 1H NMR, and elemental analysis, and their corresponding [Ni(PR2NPh 2)2](BF4)2 complexes were synthesized and characterized by 31P{1H} NMR, 1H NMR, and electrochemistry. The structure of the complex [Ni(P Me2NPh2)2](CF 3SO3)2 was characterized by X-ray crystallography.

Studies of a series of [Ni(PR2NPh 2)2(CH3CN)]2+ complexes as electrocatalysts for H2 production: Substituent variation at the phosphorus atom of the P2N

A series of [Ni(PR2NPh2) 2(CH3CN)](BF4)2 complexes containing the cyclic diphosphine ligands [PR2NPh 2 = 1,5-diaza-3,7-diph

Investigations into the oxidative stability of hydroxymethyl- and bis(hydroxymethyl)-phosphines

Polydentate ligands containing the bis(hydroxymethyl)phosphine unit have been reported to exhibit enhanced oxidative stability, which would make them attractive for use in 99mTc-radiopharmaceutical imaging agents. Benzylethyl(hydroxymethyl)phosphine, benzylbis(hydroxymethyl)phosphine and benzyldiethylphosphine were prepared in order to investigate the origin of this oxidative stability. Little evidence was found to indicate that the hydroxymethylphosphines show an enhanced level of stability, but it was demonstrated that the reaction conditions employed in their preparation generated a number of closely related by-products, which are likely to limit the usefulness of the hydroxymethylphosphines in commercial radiopharmaceutical applications. Copyright Taylor & Francis Group, LLC.

Two routes to poly(diazadiphosphacyclooctanes)

Reaction of benzylphosphine with formaldehyde and p-toluidine at various reagent ratios yields 1,5-di-p-tolyl-3,7-dibenzyl-1,5,3,7-diazadiphosphacyclooctane and bis(p-tolylaminomethyl)benzylphosphine, which was detected spectroscopically and characterized

Synthesis of compounds with several 1,3,2,5-dioxaboraphosphorinane rings

Transesterification of phenylboronic and p-phenylenediboronic esters with phosphorus-containing polyols prepared by phosphine reactions with aldehydes leads to compounds containing two or more 1,3,2,5-dioxaboraphosphorinane rings linked together in various ways. The steric structure and reactivity of oligomeric 1,3,2,5-dioxaboraphosphorinanes are similar to those of mono- and di-1,3,2,5-dioxaboraphosphorinanes and controlled by np-σ*C-O orbital coupling.