98269-23-9Relevant academic research and scientific papers
Triaminophosphine ligands for carbon-nitrogen and carbon-carbon bond formation
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Page/Page column 13-15; 17, (2008/12/05)
Methods and compounds are provided for the formation of carbon-nitrogen or carbon-carbon bonds comprising reacting an amine or an aryl boronic acid with an aryl halide in the presence of a palladium catalyst, a base, and a compound of formula II:
Synthesis of N-aryl-aza-crown ethers via Pd-catalyzed amination reactions of aryl chlorides with aza-crown ethers
Urgaonkar, Sameer,Verkade, John G.
, p. 11837 - 11842 (2007/10/03)
The Pd2(dba)3/P(i-BuNCH2CH 2)3N (1) catalyst system effectively catalyzes the coupling of aza-crown ethers with electronically diverse aryl chlorides, affording N-aryl-aza-crown ethers in good yields. The Pd2(dba) 3/P(i-BuNCH2)3CMe (2) catalyst system containing the more constrained bicyclic triaminophosphine is useful for aryl chlorides possessing base-sensitive ester, nitro, and nitrile functional groups. Graphical Abstract
Efficient synthesis of N-Aryl-aza-crown ethers via palladium-catalyzed amination
Zhang,Buchwald
, p. 8027 - 8031 (2007/10/03)
N-Aryl-aza-crown ethers were efficiently prepared by reaction of an aza-crown ether with an aryl bromide via a palladium-catalyzed amination. The combination of Pd2(dba)3 and a biphenyl-based electron-rich bulky monophosphine is effective for catalyzing the coupling of 1-aza-15-crown-5 with both electron-deficient and electron-rich aryl bromides under mild conditions. N-Aryl-aza-crown ethers were produced in 75-91% yields. N-Aryl-aza-crown ethers with o-aryl substituents can also be synthesized using this catalyst system, albeit in lower yields (~40%).
