1019-71-2

Product NameChlorodi(p-tolyl)phosphine, 95%
Purity99%

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Product Details

Quick Details

CasNo： 1019-71-2
Purity： 99%

1019-71-2 Properties

Molecular Formula:C14H14ClP
Molecular Weight:248.692
Vapor Pressure:0.000112mmHg at 25°C
Refractive Index:n20/D1.501
Boiling Point:346.9 °C at 760 mmHg
Flash Point:163.6 °C
PSA：13.59000
Density:1.1 g/mL at 25 °C
LogP:3.88990

1019-71-2 Usage

Uses

Chlorodi(p-tolyl)phosphine is used as a reactant for synthesis of palladium catalysts for C-C bond forming cross-coupling reactions, ligands for nickel(0)-catalyzed isomerization reactions, phosphinosulfonamide nickel complexes for oligomerization reactions. It is a reactant for phosphinylation reactions.

Uses

Reactant for synthesis of:Palladium catalysts for C-C bond forming cross-coupling reactionsLigands for nickel(0)-catalyzed isomerization reactionsPhosphinosulfonamide nickel complexes for oligomerization reactionsReactant for:Pd-catalyzed intramolecular asymmetric allylic amination and ring-closing metathesisPhosphinylation reactions

InChI:InChI=1/C14H14ClP/c1-11-3-7-13(8-4-11)16(15)14-9-5-12(2)6-10-14/h3-10H,1-2H3

1019-71-2 Relevant articles

Twofold C?H Activation-Based Enantio- and Diastereoselective C?H Arylation Using Diarylacetylenes as Rare Arylating Reagents

Hu, Panjie,Kong, Lingheng,Li, Xingwei,Wang, Fen,Zhu, Xiaolin

supporting information, p. 20424 - 20429 (2021/08/09)

C?H bond activation has been established as an attractive strategy to access axially chiral biaryls, and the most straightforward method is direct C?H arylation of arenes. However, the arylating source has been limited to several classes of reactive and bulky reagents. Reported herein is rhodium-catalyzed 1:2 coupling of diarylphosphinic amides and diarylacetylenes for enantio- and diastereoselective construction of biaryls with both central and axial chirality. This twofold C?H activation reaction stays contrast to the previously explored Miura–Satoh type 1:2 coupling of arenes and alkynes in terms of chemoselectivity and proceeded under mild conditions with the alkyne acting as a rare arylating reagent. Both C?H activation events are stereo-determining and are under catalyst control, with the 2nd C?H activation being diastereo-determining in a remote fashion. Analysis of the stereochemistry of the major and side products suggests moderate enantioselectivity of the initial C?H activation–desymmetrization process. However, the minor (R) rhodium vinyl intermediate is consumed more readily in undesired protonolysis, eventually resulting in high enantio- and diastereoselectivity of the major product.

Synthesis and characterization of new PNNP-type chiral ligands

Tezcan, Burcu,Güzel, Bilgehan

, p. 315 - 316 (2018/12/11)

Polydentate ligands having both soft and hard centers are very effective ligands for the preparation of transition metal complexes. PNNP-type tetradentate diaminodiphosphine ligands are most preferred ligand types cause of their good efficiency for the asymmetric reactions. In this study, three different iminophosphine derivative PNNP-type chiral ligands were synthesized using (R)-(+)-1,1′-Binaphthyl-2,2′-diamine (R-BINAM) and d?phenylphosph?no benzaldehyde derivatives.

Asymmetric Synthesis of Chiral Primary Amines by Ruthenium-Catalyzed Direct Reductive Amination of Alkyl Aryl Ketones with Ammonium Salts and Molecular H2

Tan, Xuefeng,Gao, Shuang,Zeng, Weijun,Xin, Shan,Yin, Qin,Zhang, Xumu

supporting information, p. 2024 - 2027 (2018/02/19)

A ruthenium/C3-TunePhos catalytic system has been identified for highly efficient direct reductive amination of simple ketones. The strategy makes use of ammonium acetate as the amine source and H2 as the reductant and is a user-friendly and operatively simple access to industrially relevant primary amines. Excellent enantiocontrol (>90% ee for most cases) was achieved with a wide range of alkyl aryl ketones. The practicability of this methodology has been highlighted by scalable synthesis of key intermediates of three drug molecules. Moreover, an improved synthetic route to the optimal diphosphine ligand C3-TunePhos is also presented.

Method for preparing diarylphosphoryl chloride compound

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Paragraph 0018-0019, (2018/06/15)

The invention discloses a method for preparing a diarylphosphochlorine compound and belongs to the field of organic synthesis. The method is as follows: the diarylphosphochlorine compound is preparedby reaction of triarylphosphine as a starting material with phosphorus trichloride in the presence of zinc trifluoromethanesulfonate as a catalyst and distillation. Compared with the prior art, the method has the advantages of high reaction yield and simple post-treatment, is particularly suitable for preparation of the diarylphosphochlorine compound with a substituent, and is more suitable for industrial production. The obtained diarylphosphochlorine compound can be used as a ligand for synthesizing metal catalysts, and is applied to the fields such as organic photoelectric materials and medicines.

1019-71-2 Process route

: 1038-95-5,218281-19-7
Tri(p-tolyl)phosphine

: 1019-71-2
chlorodi-p-tolylphosphane

Conditions

Conditions	Yield
With zinc trifluoromethanesulfonate; phosphorus trichloride; In tetrachloromethane; at 0 - 60 ℃; for 12h;	91%

: 2409-61-2
di(p-tolyl)phosphine oxide

: 1019-71-2
chlorodi-p-tolylphosphane

Conditions

Conditions	Yield
With phosphorus trichloride; In toluene; benzene; at 0 - 10 ℃; for 0.5h;	65%
With phosphorus trichloride; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere; Schlenk technique;
With phosphorus trichloride; In toluene; at 20 ℃; for 1h; Inert atmosphere;
With phosphorus trichloride; In benzene; at 0 ℃; Inert atmosphere; Glovebox; Heating;