Abstract
The development of efficient and low-cost catalytic systems is important for the replacement of robust noble metal complexes. The synthesis and application of a stable, phosphine-free, water-soluble cyclopentadienone iron tricarbonyl complex in the reduction of polarized double bonds in pure water is reported. In the presence of cationic bifunctional iron complexes, a variety of alcohols and amines were prepared in good yields under mild reaction conditions.
Highlights
The reduction of polarized C=X bonds is an important process, both in industry and in academia, for the synthesis of fine chemicals, perfumes, agrochemicals, and pharmaceuticals [1,2,3,4,5,6,7,8]
In 2015, we introduced in catalysis the tricarbonyl iron complex Fe2 bearing a diaminocyclopentadienone ligand [21]
We report on the synthesis and application of two cyclopentatrienone in refluxing methanol for 16 h and were isolated in moderate yield (62% and 88%, water-soluble cyclopentadienone iron complexes in the reduction of aldehydes and in reductive respectively, Scheme 1)
Summary
The reduction of polarized C=X bonds is an important process, both in industry and in academia, for the synthesis of fine chemicals, perfumes, agrochemicals, and pharmaceuticals [1,2,3,4,5,6,7,8]. To avoid the use of stoichiometric amounts of borohydrides or aluminium hydrides, metal-catalyzed pathways to amines and alcohols have been introduced [9,10,11,12,13,14]. These procedures consist of hydrogenation, hydrosilylation, and transfer hydrogenation (with iso-propanol or formic acid) and involve mainly platinum complexes [9,10], but recent contributions highlighted the rise of Earth-abundant metals for such reductions [11,12,13,14]. Alcohols and formic acid (or formates) are among the most advantageous hydride donors
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