Schwartz's reagent

CAS 37342-97-5, Cat. No EN300-7427817
Organozirconium reagent

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Schwartz's reagent is often a starting compound for many other organozirconium molecules and also can be applied in various reduction reactions^[1]. It is a white powder, insoluble and photosensitive, but bench-stable. As said previously, Schwartz's reagent can be used for the generation of many organozirconium compounds from alkenes and alkynes. Hydrozirconation of alkenes proceeds to place the zirconium moiety at the sterically least hindered position of the alkene as a whole. For the alkynes, Zr–H addition to the alkyne proceeds with cis stereochemistry. An alternative application of the title reagent is a reducing reagent with unique properties. That includes the efficient reduction of tertiary amides to aldehydes, in which esters are tolerated, the reduction of phosphine oxides and secondary amides, and lactams to N-substituted imines. Recently, was developed a methodology where Schwartz's reagent can be used as a catalyst in hydroboration reactions with internal and terminal alkynes. And it’s only a part of the possible reaction where this reagent can be applied, there are described many reactions with Schwartz's reagent in literature. It makes this organozirconium compound an excellent addition to the arsenal of synthetic approaches.

Synonyms: Chlorobis(cyclopentadienyl)hydridozirconium; Zirconocene chloride hydride