title: Two-chamber hydrogen generation and application: access to pressurized deuterium gas.
abstract: Hydrogen and deuterium gas were produced and directly applied in a two-chamber system. These gaseous reagents were generated by the simple reaction of metallic zinc with HCl in water for H2 and DCl in deuterated water for D2. The setup proved efficient in classical Pd-catalyzed reductions of ketones, alkynes, alkenes, etc. in near-quantitative yields. The method was extended to the synthesis and isotope labeling of quinoline and 1,2,3,4-tetrahydroquinoline derivatives. Finally, CX-546 and Olaparib underwent efficient Ir-catalyzed hydrogen isotope exchange reactions.
authors.affiliation: The Center for Insoluble Protein Structures (inSPIN), Department of Chemistry and the Interdisciplinary Nanoscience Center, Aarhus University , Gustav Wieds Vej 14, 8000 Aarhus, Denmark.
authors.forename: Amalie
authors.initials: A
authors.lastname: Modvig
authors.forename: Thomas L
authors.initials: TL
authors.lastname: Andersen
authors.forename: Rolf H
authors.initials: RH
authors.lastname: Taaning
authors.forename: Anders T
authors.initials: AT
authors.lastname: Lindhardt
authors.forename: Troels
authors.initials: T
authors.lastname: Skrydstrup
mesh_terms: D000475:Alkenes / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry; D002384:Catalysis; D003903:Deuterium / Q000737:chemistry*; D004146:Dioxanes / Q000138:chemical synthesis* / Q000737:chemistry*; D004149:Dioxoles; D006859:Hydrogen / Q000737:chemistry*; D007553:Isotope Labeling / Q000379:methods*; D007700:Kinetics; D008670:Metals / Q000737:chemistry; D010084:Oxidation-Reduction; D010793:Phthalazines / Q000737:chemistry*; D010879:Piperazines / Q000737:chemistry*; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry*; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C443080:1-(1,4-benzodioxan-6-ylcarbonyl)piperidine; C541577:2-phenylquinoline; D000475:Alkenes; D000480:Alkynes; D004146:Dioxanes; D004149:Dioxoles; D008670:Metals; D010793:Phthalazines; D010879:Piperazines; D010880:Piperidines; D011804:Quinolines; D006859:Hydrogen; D003903:Deuterium; C542964:1,2,3,4-tetrahydroquinoline; C531550:olaparib