- Sodium Butylated Hydroxytoluene: A Functional Group Tolerant, Eco-Friendly Base for Solvent-Free, Pd-Catalysed Amination
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NaBHT (sodium 2,6-di-tert-butyl-4-methylphenolate), a strong, but hindered and lipophilic base, has been effectively paired with similarly lipophilic, high-reactivity Pd-NHC (N-heterocyclic carbene) catalysts to produce an ideal combination for performing
- Semeniuchenko, Volodymyr,Braje, Wilfried M.,Organ, Michael G.
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supporting information
p. 12535 - 12539
(2021/08/03)
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- Buchwald-Hartwig amination using Pd(i) dimer precatalysts supported by biaryl phosphine ligands
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We report the synthesis of air-stable Pd(i) dimer complexes featuring biaryl phosphine ligands. Catalytic experiments suggest that these complexes are competent precatalysts that can mediate cross-coupling amination reactions between aryl halides with bot
- Kirlikovali, Kent O.,Cho, Eunho,Downard, Tyler J.,Grigoryan, Lilit,Han, Zheng,Hong, Sooji,Jung, Dahee,Quintana, Jason C.,Reynoso, Vanessa,Ro, Sooihk,Shen, Yi,Swartz, Kevin,Ter Sahakyan, Elizabeth,Wixtrom, Alex I.,Yoshida, Brandon,Rheingold, Arnold L.,Spokoyny, Alexander M.
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supporting information
p. 3684 - 3688
(2018/03/21)
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- Design and Synthesis of Nonconjugated Monodendrons with Triarylamine Repeating Units
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Design and synthesis of new monodendrons with triarylamine repeating units, which are potentially useful in charge transport applications, are described. The triarylamines are connected through a nonconjugated linkage to facilitate independent electronic
- Bronk, Krys,Thayumanavan
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p. 2057 - 2059
(2007/10/03)
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- Simple, efficient catalyst system for the palladium-catalyzed amination of aryl chlorides, bromides, and triflates
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Palladium complexes supported by (o-biphenyl)P(t-Bu)2 (3) or (o- biphenyl)PCy2 (4) are efficient catalysts for the catalytic amination of a wide variety of aryl halides and triflates. Use of ligand 3 allows for the room-temperature catalytic amination of many aryl chloride, bromide, and triflate substrates, while ligand 4 is effective for the amination of functionalized substrates or reactions of acyclic secondary amines. The catalysts perform well for a large number of different substrate combinations at 80-110 °C, including chloropyridines and functionalized aryl halides and triflates using 0.5-1.0 mol % Pd; some reactions proceed efficiently at low catalyst levels (0.05 mol % Pd). These ligands are effective for almost all substrate combinations that have been previously reported with various other ligands, and they represent the most generally effective catalyst system reported to date. Ligands 3 and 4 are air-stable, crystalline solids that are commercially available. Their effectiveness is believed to be due to a combination of steric and electronic properties that promote oxidative addition, Pd-N bond formation, and reductive elimination.
- Wolfe, John P.,Tomori, Hiroshi,Sadighi, Joseph P.,Yin, Jingjun,Buchwald, Stephen L.
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p. 1158 - 1174
(2007/10/03)
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