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Hydrogen–Deuterium Exchange Reactions of Aromatic Compounds and Heterocycles by NaBD 4 ‐Activated Rhodium, Platinum and Palladium Catalysts
Author(s) -
Derdau Volker,
Atzrodt Jens,
Zimmermann Jochen,
Kroll Carsten,
Brückner Francois
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200901107
Subject(s) - catalysis , rhodium , palladium , chemistry , deuterium , platinum , hydrogen , inorganic chemistry , hydrogen–deuterium exchange , metal , nuclear chemistry , organic chemistry , physics , quantum mechanics
Conventional thermal and microwave conditions were compared for hydrogen–deuterium (H/D) exchange reactions of aminobenzoic acids catalysed by NaBD 4 ‐activated Pd/C or RhCl 3 with D 2 O as the deuterium source. We also investigated different NaBD 4 ‐activated metal catalysts (including Pd/C, RhCl 3 and Pt/C) under microwave conditions for an efficient H/D exchange of aromatic and heterocyclic compounds. Even higher deuterium incorporations were obtained for Pd/C and Pt/C catalyst mixtures due to the previously observed synergistic effect. Finally, we have applied these optimised conditions for one‐step syntheses of the MS standards of several pharmaceutically active compounds.