7060. Pearlman's Catalyst

Nomenclature

CAS number: 12135-22-7
Palladium hydroxide (Pd(OH)2); palladium hydroxide on carbon.
H2O2Pd; mol wt 140.43.
H 1.44%, O 22.79%, Pd 75.78%.
Pd(OH)2/C.

Description and references

Commercial product contains 20 wt % Pd(OH)2 on carbon. Prepn: W. M. Pearlman, Tetrahedron Lett. 8, 1663 (1967); and catalytic activity study: R. J. Card et al., J. Catal. 79, 13 (1983). Catalytic applications in debenzylating amines: R. C. Bernotas, R. V. Cube, Synth. Commun. 20, 1209 (1990); in Nef-type reactions: T. Capecchi et al., J. Chem. Soc. Perkin Trans. 1 2000, 2681; in Pd-catalyzed coupling reactions: Y. Mori, M. Seki, J. Org. Chem. 68, 1571 (2003); in oxidation of silyl enol ethers: J.-Q. Yu et al., Org. Lett. 7, 1415 (2005).

Use

Nonpyrophoric catalyst for hydrogenolysis of benzyl-nitrogen and benzyl-oxygen bonds.