21155-53-3Relevant academic research and scientific papers
Negishi cross-coupling of secondary alkylzinc halides with aryl/heteroaryl halides using Pd-PEPPSI-IPent
Alimsiz, Seluk,Organ, Michael G.
supporting information; experimental part, p. 5181 - 5183 (2011/06/09)
Pd-PEPPSI-IPent has proven to be an excellent catalyst for the Negishi cross-coupling reaction of secondary alkylzinc reagents with a wide variety of aryl/heteroaryl halides. Importantly, β-hydride elimination/migratory insertion of the organometallic leading to the production of isomeric coupling products has been significantly reduced using the highly-hindered Ipent ligand.
Synthesis of new sterically hindered anilines
Steele, Barry R.,Georgakopoulos, Spyros,Micha-Screttas, Maria,Screttas, Constantinos G.
, p. 3091 - 3094 (2008/02/08)
Ring-alkylated primary, secondary and tertiary anilines have been ethylated with ethylene at benzylic positions in a simple and inexpensive one-pot procedure which is mediated by the use of the superbase system nBuLi/LiK(OCH2CH2NMe2)2 in the presence of Mg(OCH2CH2OEt)2. Primary and secondary anilines are ethylated readily at ortho-benzylic positions but with difficulty or not at all at other positions. Tertiary anilines are ethylated at all positions. Mono- or diethylation occurs depending on the steric constraints present. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
