The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (1,10-Phenanthroline)(trifluoromethyl)copper(I)(SMILESS: F[C-](F)([Cu+]1[N]2=C3C4=[N]1C=CC=C4C=CC3=CC=C2)F,cas:1300746-79-5) is researched.SDS of cas: 52287-51-1. The article 《Catalytic Enantioselective Boryl and Silyl Substitution with Trifluoromethyl Alkenes: Scope, Utility, and Mechanistic Nuances of Cu-F β-Elimination》 in relation to this compound, is published in Journal of the American Chemical Society. Let’s take a look at the latest research on this compound (cas:1300746-79-5).
Catalytic enantioselective methods are introduced that allow access to a variety of allyl boronates and silanes that contain a difluoroalkene unit; the resulting products may be used for the preparation of organofluorine compounds in high enantiomeric purity. Also, a number of key mechanistic aspects of the transformations were studied and analyzed. Thus, 1st, an NHC-Cu-catalyzed method for boryl substitution with F3C-substituted alkenes is introduced. These processes, unlike the previously reported strategies, are applicable to alkyl as well as aryl substituted substrates, afford allyl boronates bearing a difluoroalkene moiety (up to 98% yield and 95:5 er). Second, the corresponding silyl substitutions, the 1st reported cases of their kind, are presented (up to 94% yield and 97:3 er). Third, exptl. and computational (DFT) studies are described that shed light on key mechanistic aspects of the catalytic processes. Evidence (x-ray structures of Cu-alkyl intermediates and kinetic studies) is put forth illustrating that the initial Cu-boryl and Cu-silyl addition is significantly faster than the ensuing Cu-F elimination, and that the latter step can be facilitated by either a mild Lewis acid (e.g., a Li or Na cation) or a nucleophilic promoter (e.g., an alkoxide). These findings together with DFT studies demonstrate that Cu-F β-elimination probably proceeds with anti-stereochem. Representative cases of ways through which the new mechanistic understanding may be used to rationalize previously disclosed findings, significantly improve a transformation, or develop new diastereo- and enantioselective catalytic methods are provided. For example, an explanation is provided regarding why bisphosphine-Cu complexes do not efficiently promote boryl substitutions with aryl-substituted substrates, but the corresponding silyl substitutions are facile, and how the size of a ligand can impact regioselectivity and efficiency.
Different reactions of this compound((1,10-Phenanthroline)(trifluoromethyl)copper(I))HPLC of Formula: 1300746-79-5 require different conditions, so the reaction conditions are very important.
Reference:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics