49778-01-0

Usage

Uses

Used in Chemical Synthesis:
IMINO-TRIS(DIMETHYAMINO)PHOSPHORANE is used as a reagent for the deboronation of ortho and meta carboranes. This application is significant because it aids in the production of various chemical compounds and materials that have potential uses in different industries.
Used in Organic Synthesis:
IMINO-TRIS(DIMETHYAMINO)PHOSPHORANE is used as an organocatalyst in the synthesis of cyclic organic carbonates using glycerol under solvent-free conditions. This application is important because it enables the production of environmentally friendly and sustainable materials, which are in high demand across various sectors.

Upstream product

• 13754-82-0 N,N,N',N',N'',N''-hexamethylphosphorohydrazonic triamide 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 5574-93-6 chlorotris(dimethylamino)phosphonium chloride 
• 1485432-34-5 C₆H₁₉N₄P*C₁₅H₁₀O₄ 

Downstream Products

• 124167-56-2 C₁₃H₃₆N₈P₂S 
• 81675-81-2 tert-butylimino-tris(dimethylamino)phosphorane 
• 111324-03-9 1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2Λ⁵,4Λ⁵-catenadi(phosphazene) 
• 111324-08-4 3-(tert-Butylimino)-1,1,1,3,5,5,5-heptakis(dimethylamino)-1λ⁵,3λ⁵,5λ⁵-1,4-triphosphazadiene 
• 111324-04-0 phosphazene base-P₄-tert-butyl 

Relevant academic research and scientific papers

First Evidence for a Curtius Type Rearrangement Involving a Charged Atom. An Easy Synthesis of an Iminophosphonium Salt

Irradiation of azidophosphonium salts (Me2N)3P+N3,X- (1; X = PF6) and (4; X = Br) leads either to an iminophosphonium salt (Me2N)2P+=N-NMe2,PF6- (2) or to an iminophosphorane (Me2N)3P=NH (7) depending on the nature of the anion; these differences in the photochemical behaviour of (1) and (4) are rationalized by the transient existence of a phosphonitrenium salt (Me2N)3P=N+,X- (8).

Development of Chiral Organosuperbase Catalysts Consisting of Two Different Organobase Functionalities

In the field of chiral Br?nsted base catalysis, a new generation of chiral catalysts has been highly anticipated to overcome the intrinsic limitation of pronucleophiles that are applicable to the enantioselective reactions. Herein, we reveal conceptually new chiral Br?nsted base catalysts consisting of two different organobase functionalities, one of which functions as an organosuperbase and the other as the substrate recognition site. Their prominent activity, which stems from the distinctive cooperative function by the two organobases in a single catalyst molecule, was demonstrated in the unprecedented enantioselective direct Mannich-type reaction of α-phenylthioacetate as a less acidic pronucleophile. The present achievement would provide a new guiding principle for the design and development of chiral Br?nsted base catalysts and significantly broaden the utility of Br?nsted base catalysis in asymmetric organic synthesis.

PHOSPHAZENE COMPOUND, PREPARATION METHOD AND USE THEREOF

Provided are a phosphazene compound, a method for preparing a phosphazene compound and a method for producing a polymer with a phosphazene compound as a catalyst. The compound of formula (I) or a solvate thereof, where A is a six- or eight-membered ring consisting of repeated ?P═N?, and B is at least one of unsubstituted or substituted C1-6 alkylamino, unsubstituted or substituted C1-6 cycloalkylamino, unsubstituted or substituted arylamino, or halogen, and B is attached to A at phosphorus in ?P═N?, where R is unsubstituted or substituted C1-6 alkyl, unsubstituted or substituted C1-6 cycloalkyl, unsubstituted or substituted aryl, or unsubstituted or substituted benzyl, or R forms C1-6 heterocycloalkyl together with N attached thereto.

Photochemical generation of superbases from carboxylates consisting of phthalimidoacetic acid derivatives and superbases

We have developed simple and powerful photobase generators capable of highly efficient production of superbases. These photobase generators were prepared by simply mixing phthalimidoacetic acid derivatives with the corresponding superbases. The use of photobase generators enabled anionic UV curing at lower temperatures, in contrast to previous anionic UV curing materials that required heat treatment above 150 °C after UV irradiation. The cured films showed no volume shrinkage.

Application to photoreactive materials of photochemical generation of superbases with high efficiency based on photodecarboxylation reactions

A thin film of polystyrene containing 4c was spin-coated on a CaF2 plate and irradiated with 365 nm light. The absorption band arising from the carboxylate of 4c at 1372 cm-1 in the FTIR spectrum decreased after UV irradiation. Radical UV curing materials that are well established in the marketplace have drawbacks because of high volume shrinkage and oxygen inhibition. The anionically cured film showed high transparency and no volume shrinkage, in contrast to a conventional radical UV curing system, which showed large volume shrinkage. This is probably due to relatively low quantum yields for photobase generation and weaker basicity of photo-generated bases, leading to low photosensitivity of photoreactive materials sensitized with photobase generators. Furthermore, many of the photobase generators reported are generally prepared via several synthetic steps.

A facile approach to N-unsubstituted phosphinimines

Phosphine oxides (R3P = O) are conveniently converted into phosphinimines (R3P = NH) by recycling several times through the sequence: triflic anhydride; ammonia; evaporation. Half of the triflic anhydride is used at each repeat.

PHOTOLYSIS OF PHOSPHONIUMS AND PHOSPHORANES AZIDES

First evidence for a Curtius type rearrangement involving a pentacoordinated atom and charged species are described.