%0 Journal Article %T From ferrocene to fluorine-containing penta-substituted derivatives and all points in-between; or, how to increase the available chemical space %+ Institut des Sciences Chimiques de Rennes (ISCR) %+ The University of Western Australia (UWA) %A Tazi, Mehdi %A Erb, William %A Roisnel, Thierry %A Dorcet, Vincent %A Mongin, Florence %A Low, Paul J %Z Ministère de l'Enseignement supérieur, de la Recherche et de l'Innovation %Z Université de Rennes 1 %Z European Regional Development Fund %Z Centre National de la Recherche Scientifique %< avec comité de lecture %@ 1477-0520 %J Organic & Biomolecular Chemistry %I Royal Society of Chemistry %V 17 %N 42 %P 9352-9359 %8 2019 %D 2019 %R 10.1039/c9ob01885a %M 31617544 %Z Chemical Sciences/Coordination chemistryJournal articles %X In spite of the growing interest in fluorine-containing compounds, and the improvements in materials, optical and biological properties that can arise from substitution of a phenyl ring by ferrocene within a molecular scaffold, synthetic strategies that allow the efficient preparation of fluoroferrocene derivatives are scarce. Following conversion of ferrocene to fluoroferrocene, we have developed routes to fluorine-containing di-, tri-, tetra- and penta-substituted ferrocene derivatives to extend the available chemical space. Our approach is based on the identification of suitable reagents and conditions to achieve fluorine-directed deprotometalation, and exploitation of the halogen 'dance' rearrangement in the ferrocene series. %G English %2 https://univ-rennes.hal.science/hal-02364875/document %2 https://univ-rennes.hal.science/hal-02364875/file/TAZI-2019-From%20ferrocene%20to%20fluorine-containing%20penta-substituted.pdf %L hal-02364875 %U https://univ-rennes.hal.science/hal-02364875 %~ UNIV-RENNES1 %~ CNRS %~ INSA-RENNES %~ ENSC-RENNES %~ ISCR %~ SCR-CD %~ SCR_CPM %~ STATS-UR1 %~ UR1-SPM %~ ISCR-PRATS %~ INC-CNRS %~ UR1-UFR-SPM %~ UR1-HAL %~ ISCR-CORINT %~ UR1-SDLM %~ TEST-UR-CSS %~ UNIV-RENNES %~ INSA-GROUPE %~ ISCR-CORINT1 %~ TEST-HALCNRS %~ UR1-MMS %~ ISCR-CORINT3 %~ TEST2-HALCNRS