1021359-41-0Relevant academic research and scientific papers
Effect of aryl ligand identity on catalytic performance of trineopentylphosphine arylpalladium complexes in n-arylation reactions
Hu, Huaiyuan,Burlas, Corrie E.,Curley, Sabrina J.,Gruchala, Tomasz,Qu, Fengrui,Shaughnessy, Kevin H.
, p. 3618 - 3627 (2020/11/03)
A series of air-stable [(Np3P)Pd(Ar)Br]2 (Np = neopentyl) and (Np3P)Pd(Ar)(amine)Br complexes (amine = morpholine and isobutylamine) have been prepared and tested as precatalysts for the coupling of sterically demanding ar
Sterically Hindered Amination of Aryl Chlorides Catalyzed by a New Carbazolyl-Derived P,N-Ligand-Composed Palladium Complex
Choy, Pui Ying,Kwong, Fuk Yee,Lai, Wing In,Leung, Man Pan
, p. 2678 - 2686 (2019/06/19)
A family of 2-(9 H -carbazol-9-yl)phenyl-based phosphine ligands were synthesized and their efficacy in promoting the steric hindered Buchwald-Hartwig amination was evaluated. In the presence of Pd(OAc) 2 (0.03-1.0 molpercent) associated with t
Facile Buchwald-Hartwig coupling of sterically encumbered substrates effected by PNP ligands
Kathewad, Neha,Anagha,Parvin, Nasrina,Parambath, Sneha,Parameswaran, Pattiyil,Khan, Shabana
supporting information, p. 2730 - 2734 (2019/02/27)
The diphosphinoamine ligands [(Ph2P)2N(Ar); 1 (Ar = C6H5), 2 (Ar = 2,6-iPr2C6H3)] were effectively utilized in Buchwald-Hartwig coupling of a range of sterically demanding substr
Trineopentylphosphine: A conformationally flexible ligand for the coupling of sterically demanding substrates in the Buchwald-Hartwig amination and suzuki-miyaura reaction
Raders, Steven M.,Moore, Jane N.,Parks, Jacquelynn K.,Miller, Ashley D.,Lei?ing, Thomas M.,Kelley, Steven P.,Rogers, Robin D.,Shaughnessy, Kevin H.
, p. 4649 - 4664 (2013/06/27)
Trineopentylphosphine (TNpP) in combination with palladium provides a highly effective catalyst for the Buchwald-Hartwig coupling of sterically demanding aryl bromides and chlorides with sterically hindered aniline derivatives. Excellent yields are obtain
Hydrophobic N,N-diarylammonium pyrosulfates as dehydrative condensation catalysts under aqueous conditions
Sakakura, Akira,Koshikari, Yoshiki,Akakura, Matsujiro,Ishihara, Kazuaki
supporting information; experimental part, p. 30 - 33 (2012/02/14)
Oil-soluble N,N-diarylammonium pyrosulfates as nonsurfactant-type catalysts for the dehydrative ester condensation under aqueous conditions are described. Preheat treatment of dibasic sulfuric acid with bulky N,N-diarylamines generates water-tolerant salts of pyrosulfuric acid as active catalyst species. The present catalysts in water can also widely be applied to unusual selective esterifications and dehydrative glycosylation.
Oxaphosphole-based monophosphorus ligands for palladium-catalyzed amination reactions
Rodriguez, Sonia,Qu, Bo,Haddad, Nizar,Reeves, Diana C.,Tang, Wenjun,Lee, Heewon,Krishnamurthy, Dhileepkumar,Senanayake, Chris H.
supporting information; experimental part, p. 533 - 537 (2011/04/22)
A novel class of C-2-substituted oxaphosphole-based monophosphines 1-4 has been synthesized. Palladium complexes derived from these ligands and their C-2-unsubstituted analogs provide general catalysts for amination reactions of challenging aryl and heteroaryl halides with sterically hindered anilines and alkylamines.
(t-Bu)2PN=P(i-BuNCH2CH2)3N: New efficient ligand for palladium-catalyzed C-N couplings of aryl and heteroaryl bromides and chlorides and for vinyl bromides at room temperature
Reddy, Ch. Venkat,Kingston, Jesudoss V.,Verkade, John G.
, p. 3047 - 3062 (2008/09/19)
(Chemical Equation Presented) By employing Pd(OAc)2, Cs 2CO3, or NaOH, and the new ligand (t-Bu) 2PN=P(i-BuNCH2CH2)3N (3a), an electronically diverse array of aryl bromides and chlorides possessing base-sensitive substituents (nitro, ester, and keto) provide coupling products with bulky aryl amines in good to excellent yields. Aryl halides possessing other functional groups including cyano, amino, trifluoromethyl, and phenol, coupled with equal ease, producing highly functionalized amines in good to excellent yields. Moreover, an aryl chloro group can be preserved in the presence of a bromo substituent under our reaction conditions. BOC-protected amines also participated efficiently. Heterocyclic bromides and chlorides underwent clean couplings with amines in excellent yields. An important strength of our protocol is the use of lower palladium loadings than those reported earlier, without compromising yields. The air-stable palladium complex (η3-cinnamyl)PdCl·(3a) (5) was also employed successfully in C-N coupling reactions while the crotyl analogue was less efficacious. The 3a/Pd(OAc)2 catalyst system promotes, for the first time, efficient coupling of vinyl bromides with a variety of amines to produce imines and enamines at room temperature.
