13685-23-9

Usage

Uses

Used in Pharmaceutical Industry:
BIS(4-METHYLPHENYL)CHLOROPHOSPHINE is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and improving the efficacy of existing ones.
Used in Agrochemical Industry:
In the agrochemical sector, BIS(4-METHYLPHENYL)CHLOROPHOSPHINE serves as a chemical intermediate, playing a crucial role in the production of pesticides and other agrochemicals to enhance crop protection and yield.
Used in Research Laboratories:
BIS(4-METHYLPHENYL)CHLOROPHOSPHINE is employed as a reagent in organic synthesis reactions, facilitating the development of novel chemical compounds and contributing to the advancement of chemical research.

Upstream product

• 591-17-3 meta-bromotoluene 
• 145290-34-2 bis(3-methylphenyl)phosphine oxide 

Downstream Products

• 1383658-55-6 (R)-(2-(tert-butylsulfinyl)phenyl)di-m-tolylphosphine 
• 57221-95-1 (4R,5R)-trans-4,5-bis(((3-methylphenyl)phosphino)-methyl)-2,2-dimethyl-1,3-dioxolane 

Relevant academic research and scientific papers

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

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.

Palladium-Catalyzed Cascade C?O Cleavage and C?H Alkenylation of Phosphinyl Allenes: An Expeditious Approach to 3-Alkenyl Benzo[b]phosphole Oxides

A phosphine oxide-directed intramolecular cyclization of phosphinyl allenes is established for the first time. The palladium-catalyzed intramolecular cyclization provides an unprecedented cascade C?O cleavage and direct C?H alkenylation toward novel 3-alk

Development of efficient and reusable diarylphosphinopolystyrene-supported palladium catalysts for C-C bond forming cross-coupling reactions

Short and versatile syntheses of reusable diarylphosphinopolystyrene- supported palladium catalysts 3a-j are described. The bis(o-tolyl)phosphino catalyst 3b is particularly efficient for the Suzuki and Sonogashira cross-couplings, whereas the bis(m-tolyl)phosphino catalyst 3c is the most active catalyst for Heck reactions. The couplings are performed under non-anhydrous reaction conditions and require only low amounts of supported palladium (0.5 mequivs. for Suzuki-Miyaura, 1.0 mequiv. for Sonogashira and 0.5 mequivs. for Heck reactions could be sufficient). Catalysts 3a-j are recovered by filtration and can be reused more than four times with no loss of efficiency.