36240-32-1

Basic information

• Product Name: 6-phenyl-6H-dibenzo[c,e][1,2]oxaphosphinine 6-oxide
• Synonyms: 6-phenyl-6H-dibenzo[c,e][1,2]oxaphosphinine 6-oxide
• CAS NO: 36240-32-1
• Molecular Weight: 292.274
• Mol File: 36240-32-1.mol

Chemical Properties

• CAS DataBase Reference: 6-phenyl-6H-dibenzo[c,e][1,2]oxaphosphinine 6-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 6-phenyl-6H-dibenzo[c,e][1,2]oxaphosphinine 6-oxide(36240-32-1)
• EPA Substance Registry System: 6-phenyl-6H-dibenzo[c,e][1,2]oxaphosphinine 6-oxide(36240-32-1)

Safety Data

• Hazardous Substances Data: 36240-32-1(Hazardous Substances Data)

Upstream product

• 32186-92-8 6-Chloro-6H-dibenz<1,2>oxaphosphorin 
• 108-90-7 chlorobenzene 
• 35948-25-5 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide 
• 613-94-5 benzoic acid hydrazide 
• 98-80-6 phenylboronic acid 
• 108-86-1 bromobenzene 
• 36240-28-5 2-Phenylphenoxy dichlorophosphate 
• 139995-03-2 6-Phenyl-6H-dibenzo[c,e][1,2]oxaphosphorine 
• 22749-43-5 p-chlorodibenzo[c.e][1,2]oxaphosphorine 

Relevant articles and documents

General Oxidative Aryl C-P Bond Formation through Palladium-Catalyzed Decarbonylative Coupling of Aroylhydrazides with P(O)H Compounds

Oxidative C-C/P-H cross-coupling is achieved via Pd-catalyzed decarbonylative cross-coupling of aroylhydrazides with P(O)H compounds. The unique cooperative reaction system, especially the Br?nsted acid and bidentate phosphine ligand, allows the selective activation of the inert C-C bond and the suppression of the undesired oxidation and coordination of >P(O)-H compounds, leading to a general oxidative synthesis of aryl phosphorus compounds from easily available substrates.

Tandem Oxidative C?H Amination and Iodization to Synthesize Difunctional Atropoisomeric P-Stereogenic Phosphinamides

An efficient metal-free tandem intramolecular oxidative C?H amination and iodization of phosphinamide was performed and a series of new phosphorus heterocyclic compounds was obtained. This method provides a concise and highly valuable pathway for the synthesis of difunctional atropoisomeric P-stereogenic phosphinamides.

Palladium-catalyzed air-based oxidative coupling of arylboronic acids with H-phosphine oxides leading to aryl phosphine oxides

We present a novel and highly efficient methodology that allows for the construction of C-P bonds via the palladium-catalyzed air-based oxidative coupling of various commercially available arylboronic acids with easily oxidized H-phosphine oxides leading to valuable aryl phosphine oxides, particularly triarylphosphine oxides, with the use of air as the green oxidant, broad substrate applicability and good to excellent yields. The described catalytic system should be an efficient complement to the Chan-Lam type reaction and be useful in synthetic programs. This journal is the Partner Organisations 2014.

Palladium-catalyzed intramolecular direct arylation for phosphorus heterocycle synthesis

A palladium-catalyzed intramolecular direct arylation of bromo-substituted phosphine oxides is reported for the synthesis of phosphorus-containing heterocycles with good to excellent yields (78-98%). Georg Thieme Verlag Stuttgart New York.

Photoredox transformations with dimeric gold complexes

Let the sunshine in! Unactivated alkyl and aryl bromides underwent a light-enabled reductive radical cyclization in the presence of a dimeric phosphine-gold complex as a photocatalyst (see scheme; X=C(CO 2Et)2, NR, O). Sunlight can be used as the energy source for this simple and efficient radical reaction, which does not require potentially hazardous and toxic chemical reagents, such as organostannanes and chemical initiators.

P-ligand-free, microwave-assisted variation of the Hirao reaction under solvent-free conditions; The P-C coupling reaction of >p(O)H species and bromoarenes

Under microwave conditions, the P-C coupling of aryl bromides and >P(O)H species, such as dialkyl phosphites, alkyl aryl-H-phosphinates, or diphenylphosphine oxide takes place in the presence of Pd(OAc)2 as the catalyst and triethylamine as the base without using any P-ligand or solvent. The method described is green and is of more general value.

Phosphorus-carbon bond formation: Palladium-catalyzed cross-coupling of H-phosphinates and other P(O)H-containing compounds

Two generally applicable systems have been developed for the cross-coupling of P(O)H compounds with Csp2-X and related partners. Palladium catalysis using a ligand/additive combination, typically either xantphos/ethylene glycol or 1,1-bis(diphenylphosphino)ferrocene/1,2- dimethoxyethane, with diisopropylethylamine as the base, proved to be generally useful for the synthesis of numerous P-C containing compounds. Routinely, 2 mol% of catalyst are employed (less than half the amount typically employed in most other literature reports). In most cases, excellent results are obtained with a variety of electrophiles (RX, where R=alkenyl, allyl, alkynyl, etc.). The full account of our studies is disclosed, including tandem hydrophosphinylation/ coupling and coupling/coupling for doubly catalytic phosphorus-carbon bond formation. The methodology compares favorably with any existing literature report. The use of an additive appears to be a generally useful strategy to control the reactivity of phosphinylidene compounds. Copyright

2-Aryl-dibenzo-1,2-oxaphosphorine as a ligand in borane and in Pt(II) complexes

Optimum conditions for the synthesis of aryl-dibenzo-oxaphosphorines (2) from the corresponding phosphonous chloride (1) were explored to avoid the formation of by-products (e.g., 4-6). The aryl-dibenzo-oxaphosphorines (2) were converted to the P-oxides (