10.18453/rosdok_id00004135 Kopf, Sara Sara Kopf http://d-nb.info/gnd/1213042755 https://orcid.org/0000-0002-6395-9396 Universität Rostock 2022 540 Chemistry & allied sciences 2022 en http://purl.uni-rostock.de/rosdok/id00004135 urn:nbn:de:gbv:28-rosdok_id00004135-3 This thesis entails the development of practical and cost-efficient deuteration methodologies. The first C–H activation and deuteration of aromatic substrates using an earth-abundant manganese catalyst and transient directing groups was reported. Secondly, the transient directing group strategy was transferred to a ruthenium-catalyzed hydrogen isotope exchange reaction. Lastly, the electronic characteristics of pyridine derivatives were harnessed for a transition metal-free deuteration protocol. The results are expected to inspire future developments in sustainable hydrogen isotope exchange.