151671-72-6Relevant academic research and scientific papers
Ni(4?Tbustb)3: A robust 16-electron Ni(0) olefin complex for catalysis
Nattmann, Lukas,Cornella, Josep
, p. 3295 - 3300 (2020)
Sixteen-electron Ni(0) complexes bearing trans-stilbene derivative ligands have been shown to display a high degree of stability toward oxidation in the solid state. A structural analysis of a unique family of tris Ni(0) stilbene complexes revealed a remarkable effect of the steric hindrance of the substituents at the para position of the stilbene unit to temperature, oxidation, and degradation in solution. From these analyses, Ni(4?tBustb)3 arose as a long-term air-, bench-. and temperature-stable Ni(0) complex. Importantly, Ni(4?tBustb)3 presents faster kinetic profiles and a broader scope as a Ni(0) source, thus outperforming the previously described Ni(4?CF3stb)3 in a variety of relevant Ni-catalyzed transformations.
Nickel-Catalyzed Conversion of Enol Triflates into Alkenyl Halides
Hofstra, Julie L.,Poremba, Kelsey E.,Shimozono, Alex M.,Reisman, Sarah E.
supporting information, p. 14901 - 14905 (2019/11/11)
A Ni-catalyzed halogenation of enol triflates was developed and it enables the synthesis of a broad range of alkenyl iodides, bromides, and chlorides under mild reaction conditions. The reaction utilizes inexpensive, bench-stable Ni(OAc)2?4 H2O as a precatalyst and proceeds at room temperature in the presence of sub-stoichiometric Zn and either 1,5-cyclooctadiene or 4-(N,N-dimethylamino)pyridine.
Synthesis and cycloaddition reactions of 1,1'-dimenthene
Fabris,Leoni,De Lucchi
, p. 1223 - 1226 (2007/10/03)
The synthesis of the hitherto unknown 1,1'-dimenthene 11 from menthone has been studied in detail. The most convenient procedure entails conversion of menthone 6 into its tosylhydrazone 7, Shapiro transformation into the iodide 9 and copper-mediated homoc
The Epimerization of α-Chiral Hydrazones: Menthonetosylhydrazone.
Garner, Charles M.,Mossman, Brett C.,Prince, Mark E.
, p. 4273 - 4276 (2007/10/02)
The first preparation of (-)-menthonetosylhydrazone (2) in diastereomerically pure form is reported.Kinetic studies show that 2 is far more susceptible to acid-catalyzed epimerization (ca. 150x) than is the parent ketone, (-)-menthone (1), a relationship which has not been generally recognized.Conversion of 2 to 1-menthenyllithium (3) using excess butyllithium occurs without detectable epimerization, as determined by analysis of the 1-iodomenthene 5 obtained by treatment of 3 with iodine in-situ.
