What does Schwartz's Reagent look like?

What is it used for?

Schwartz reagent + alkene/alkyne

1. Co-ordination

2. Hydrometallation

3. Zr-C bond is like a Grignard

(Cp₂Zr prefers to be terminal so will move a bond via beta H elimination + hydrozirconation)

(with alkynes, trans alkene formed due to syn addition step)

Carboalumination Catalysts

(requires a Lewis Acid too!)

(what is this reagent similar to?)

Carboalumination

(of alkynes)

Co₂(CO)₈ -> Co₂(CO)₆

Complexes with alkynes

Forms stable cation alpha to the alkyne

Pauson Khand

[2+2+1]

cycloaddition

Nozaki-Hiyami-Kishi

(like a Grignard)

2 Cr(II)Cl₂ + Ni(II)Cl₂ -> 2 Cr(III)Cl₃ + Ni(0)

C=C-X + Aldehyde

Won't react with ketone whereas Grignard will!

Nozaki-Hiyama-Kishi

Mechanism