Design, efficient synthesis, structural characterization and coordination chemistry of chiral ferrocenyl hydrazone ligands. (2022)

• Record Type: Journal Article
• Authors: Mouas, Toma Nardjes; Manoury, Eric
• Is Part Of: Materials today. Volume 49:Part 4(2022)
• Page Start: 955
• Page End: 957
• Publication Date: 2022
• Subjects: Ferrocene -- Hydrazone -- Planar chirality; Materials science -- Congresses -- Periodicals; 620.1
• DOI: 10.1016/j.matpr.2021.07.459
• Languages: English
• ISSNs: 2214-7853

Abstract

Abstract: In recent year, the chemistry of ferrocene and the design of new compounds containing the ferrocene unit, has received a surge in interest, owing to their utility in many fields such as organic synthesis, catalysis and biotechnology material. The design and synthesis of new families of chiral ligands constitutes the starting task for many particular pieces of research that have contributed to the spectacular growth of asymmetric catalysis. Currently, there is a growing interest in nitrogen-based ligands, which offer a much higher structural variability and are easier to handle and recycle. During the last few years, we accumulated some knowledge about the synthesis, reactivity and structural aspects of the chemistry of N, N -dialkylhydrazones. These compounds, viewed as N -dialkylamino imine, exhibit a higher thermal stability as a result of the n → π conjugation. The behavior of the C = N bond is strongly dependent on the structure of the amine moiety, which in turn control the efficiency of the conjugation and may incorporate structural elements able to modulate the steric crowding around the coordination site, which make these compounds an interesting class of potentially useful ligands, in addition a literature survey revealed very few examples of the use of chiral mono or bis hydrazones as ligands in asymmetric catalysis. An efficient and easy access to a new classe family of ferrocenyl thiophosphine hydrazones ligands, using a carbaldehyde ferrocene functionalized in 1, 2 position as starting material is reported, the obtained ligands were fully characterized by NMR 1 H, 13 C, 31 P and HRMS ESI + spectroscopy and their coordination chemistry with some transition metal of interest such as PdII was studied, examples of the synthesis and structural characterization of some obtained complexes and application will be also given.