Synonyms:9,9-dimethyl-4,6-bis(diphenylphosphino)xanthene;xantphos
99% *data from raw suppliers
1,1''-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenyl-phosphine *data from reagent suppliers
Xn
There total 8 articles about Xantphos which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
Reference yield: 95.0%
Reference yield: 95.0%
Reference yield: 89.0%
The research focuses on the efficiency of Xantphos as a ligand in palladium-catalyzed allyl cross-coupling reactions of aryl bromides and triflates with allylindium reagents, which are generated in situ from allyl acetates and indium. The purpose of this study was to address the need for an efficient catalytic system for these reactions, as previous methods were only successful with aryl iodides and vinyl bromides and triflates. The researchers found that Xantphos, a ligand developed by van Leeuwen, significantly improved the reactivity and selectivity of the catalyst, leading to high yields and good functional group tolerance. The optimal conditions involved the use of 5 mol % of Pd2dba3CHCl3, 20 mol % of Xantphos, indium (2 equivalents), InCl3 (0.5 equivalents), LiCl (3 equivalents), and N,N-dimethyl-n-butylamine (2 equivalents) in DMF at 100 °C under a nitrogen atmosphere. The chemicals used in the process include various aryl bromides and triflates, allyl acetates, indium, indium trichloride, lithium chloride, Pd2dba3CHCl3, Xantphos, and N,N-dimethyl-n-butylamine. The study concluded that Xantphos is an efficient ligand for these cross-coupling reactions, offering a complementary method to existing synthetic methods.
The study presents a novel catalytic method for the carboxylation of allylic C(sp3)–H bonds in terminal alkenes using CO2. The researchers employed a cobalt/Xantphos complex in conjunction with AlMe3 to achieve this transformation. The Co(acac)2/Xantphos/AlMe3 system was found to be highly effective, enabling the conversion of a wide range of allylarenes and 1,4-dienes into linear styrylacetic acid and hexa-3,5-dienoic acid derivatives with excellent regioselectivity and functional group tolerance. The study highlights the significant role of Xantphos as a hemilabile ligand, facilitating the generation of a low-valent allylcobalt species that reacts with CO2 to form the desired carboxylated products. The developed method not only offers a straightforward route for the synthesis of ?-butyrolactones but also demonstrates potential for further synthetic applications in organic chemistry.
Tingting Xia, Lei He, Yahu A. Liu, John F. Hartwig, and Xuebin Liao present a novel palladium-catalyzed Negishi cross-coupling reaction for constructing C(sp2)-CF2 and C(sp2)-CHF bonds using ethyl bromodifluoroacetate and ethyl bromofluoroacetate, respectively. The study describes a method to couple ethyl bromodifluoroacetate with aryl bromides and triflates under mild conditions without the need for organozinc reagent preparation, representing the first conversion of aryl triflates into products containing C-CF2 bonds. Additionally, the cross-coupling of aryl iodides with ethyl bromofluoroacetate was achieved under similar conditions to form a-aryl monofluoro esters in good yields. The optimized reaction conditions, using [Pd(p-cinnamyl)Cl]2 as the catalyst precursor and Xantphos as the ligand in THF solvent with TBAB as an additive, resulted in high yields for a broad range of aryl bromides and triflates. The study also demonstrated the versatility of the synthesized ethyl aryldifluoroacetates as precursors for further transformations into various compounds containing a CF2 unit.
Total 8 Pictures about this product
