Pearlman's catalyst

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Pearlman 's Catalyst is a hydrogenation catalyst , more precisely a palladium hydroxide applied to activated carbon . The composite material was first produced in 1967 by Wiliam M. Pearlman.

Synthesis and structure

The synthesis published in 1967 is based on palladium (II) chloride and activated carbon in water to which lithium hydroxide solution is added. The catalyst is obtained after a filtering, washing and drying process. The material produced in this way is often described with the empirical formula Pd (OH) 2 / C. However, it could be shown that it is a core-shell structure of C / PdO / OH / H 2 O. In addition to the Pd (II), reduced Pd (0) is also present in small amounts.

use

Pearlman's catalyst can be used for hydrogenation reactions, as well as for arylation and debenzylation. He is also active in palladium-catalyzed cross-couplings such as Sonogashira , Suzuki, and Fukuyama couplings .

Individual evidence

  1. ^ A b William M. Pearlman: Noble metal hydroxides on carbon nonpyrophoric dry catalysts . In: Tetrahedron Letters . tape 8 , no. January 17 , 1967, ISSN  0040-4039 , p. 1663-1664 , doi : 10.1016 / s0040-4039 (00) 70335-2 .
  2. ^ Peter W. Albers, Konrad Möbus, Stefan D. Wieland, Stewart F. Parker: The fine structure of Pearlman's catalyst . In: Physical Chemistry Chemical Physics . tape 17 , no. 7 , 2015, ISSN  1463-9076 , p. 5274-5278 , doi : 10.1039 / C4CP05681G ( rsc.org ).
  3. ^ Pearlman's Catalyst . In: Comprehensive Organic Name Reactions and Reagents . John Wiley & Sons, Inc., Hoboken, NJ, USA 2010, ISBN 978-0-470-63885-9 , pp. conrr483 , doi : 10.1002 / 9780470638859.conrr483 ( wiley.com ).
  4. ↑ Yoshikazu Mori, Masahiko Seki: Pd (OH) 2 / C (Pearlman's Catalyst): A Highly Active Catalyst for Fukuyama, Sonogashira, and Suzuki Coupling Reactions . In: The Journal of Organic Chemistry . tape 68 , no. 4 , February 2003, ISSN  0022-3263 , p. 1571-1574 , doi : 10.1021 / jo0265277 ( acs.org ).