914614-75-8Relevant academic research and scientific papers
Effect of ligand N,N-substituents on the reactivity of chiral copper(II) salalen, salan, and salalan complexes toward asymmetric nitroaldol reactions
Kannan, Masanam,Punniyamurthy, Tharmalingam
, p. 1331 - 1339 (2014)
The synthesis and effect of ligand N,N-substituents on the reactivity of chiral copper(II) salalen, salan, and salalan complexes toward nitroaldol reactions of nitromethane with various aldehydes have been described. The salan complexes exhibit superior results compared to the salalen and salalan complexes; the nature of the N,N-substituents is crucial for the enantioselectivity of the target nitroaldol products.
Stereoselective protonation of 2-methyl-1-tetralone lithium enolate catalyzed by salan-type diamines
?owicki, Daniel,Watral, Justyna,Jelecki, Maciej,Bohusz, Wiktor,Kwit, Marcin
, (2021/04/02)
Asymmetric protonation of ketone enolates is a convenient alternative to asymmetric alkylation of enolates that allows to convert racemic ketones into their optically active form. Here, we have reported an efficient enantioselective protonation of 2-methyl-1-tetralone lithium enolate catalyzed by salan-type diamines. A broad series of salan-type catalysts were synthesized, including several previously unknown, and subsequently tested in the title reaction. For the first time, a chiral amine used as organocatalyst has shown better results than as stoichiometric protonating agent. Application of only 10 mol% of salan allows to obtain the title ketone with high yield and enantiomeric excess up to 75%. The DFT calculations of the structure of the catalyst and its complex with lithium enolate were conducted, which makes it possible to propose a likely reaction mechanism.
Diastereomerically-specific zirconium complexes of chiral salan ligands: Isospecific polymerization of 1-hexene and 4-methyl-1-pentene and cyclopolymerization of 1,5-hexadiene
Yeori, Adi,Goldberg, Israel,Shuster, Michael,Kol, Moshe
, p. 13062 - 13063 (2008/02/08)
Chiral Salan ligands were found to wrap in a highly diastereoselective manner around zirconium leading to C2-symmetric complexes of predetermined chirality at the metal. These complexes led to active polymerization of higher olefins, their activity and is
