The Use of Pearlman's Catalyst for SelectiveN-Debenzylation in the Presence of Benzyl Ethers

Mapping the Catechol Binding Site in Dopamine D1Receptors: Synthesis and Evaluation of Two Parallel Series of Bicyclic Dopamine Analogues

“…The benzylic ether could not be preserved, even when attempting hydrogenations with a variety of different catalysts, including Pd/C, Pt/C, Pd black, Lindlar catalyst, Wilkinson’s catalyst, Pearlman’s catalyst, and Adams catalyst. [28-30] Variations in pressure (1-4 atm), catalyst ratios, and solvents always produced complex mixtures of products. Various amines are sometimes also used to “poison” (deactivate) hydrogenation catalysts to alter their selectivity.…”

Convergent Synthesis of Polynitrile and/or Polyamine Dendrimers through Hydroaminomethylation and Michael Addition

“…Therefore, in the next step, deprotection of the amino protecting groups of the tetranitriles (Table 1, 3a-e) was tested. Debenzylation of 3a by using various reagents, such as Pd/C/ammonium formate, [30] Pearlman's catalyst [Pd(OH) 2 /C, H 2 ], [31] or Pd/C and H 2 , failed. This lack of success could be attributed to the presence of the nitrile groups, which may deactivate the catalysts by complete absorption onto its surface.…”

Hydrogen

“…75 The hydrogenation of trifluoroacetic esters to alcohols has been achieved under mild and selective conditions using iron-pincer complexes as catalysts. 76 Ru complex (0.05 mol %) NaOMe (5 _ 10 mol %) H 2 (50 bar), THF, 100 Reduction of amides through hydrogenation is a more challenging reaction than the reduction of esters, due to some extent to their high thermodynamic stability. Hydrogenolysis can proceed via one of two pathways, to give either the desired amine product, or to an undesired alcohol product.…”