• Participation in “Cells in Motion”

    • Research interests: the strategic utilisation of stereoelectronic and electrostatic effects to predictably control molecular topology, enantioselective organocatalysis, preparative glycochemistry and carbohydrate mimesis, physical organic chemistry, photocatalysis and chemical biology
    • Cells in Motion Professor of Chemical Biology
  • News & views

  • Papers in the research focus “cell dynamics and imaging”


    Axer A, Jumde RP, Adam S, Faust A, Schäfers M, Fobker M, Koehnke J, Hirsch AKH, Gilmour R. Enhancing glycan stability via site-selective fluorination: modulating substrate orientation by molecular design. Chem. Sci. 2021;12: 1286-1294. Abstract
    Meyer S, Hafliger J, Gilmour R. Expanding organofluorine chemical space: the design of chiral fluorinated isosteres enabled by I(i)/I(iii) catalysis. Chem Sci 2021;12: 10686-10695. Abstract
    Meyer S, Hafliger J, Schafer M, Molloy JJ, Daniliuc CG, Gilmour R. A Chiral Pentafluorinated Isopropyl Group via Iodine(I)/(III) Catalysis. Angew Chem Int Ed Engl 2021;60: 6430-6434. Abstract
    Nowack L, Teschers CS, Albrecht S, Gilmour R. Oligodendroglial glycolipids in (Re)myelination: implications for multiple sclerosis research. Nat Prod Rep 2021;38: 890-904. Abstract
    Wienhold M, Molloy JJ, Daniliuc CG, Gilmour R. Coumarins by Direct Annulation: beta-Borylacrylates as Ambiphilic C3-Synthons. Angew Chem Int Ed Engl 2021;60: 685-689. Abstract


    Erdeljac N, Muck-Lichtenfeld C, Daniliuc CG, Gilmour R. Conformational Analysis of Acyclic alpha-Fluoro Sulfur Motifs. Chemistry 2020;26: 13704-13715. Abstract
    Erdeljac N, Thiehoff C, Jumde RP, Daniliuc CG, Hoppner S, Faust A, Hirsch AKH, Gilmour R. Validating the 1,2-Difluoro Motif As a Hybrid Bioisostere of CF3 and Et Using Matrix Metalloproteinases As Structural Probes. J Med Chem 2020;63: 6225-6237. Abstract
    Kieser TJ, Santschi N, Nowack L, Axer A, Kehr G, Albrecht S, Gilmour R. Total Chemical Syntheses of the GM3 and F-GM3 Ganglioside Epitopes and Comparative Pre-Clinical Evaluation for Non-Invasive Imaging of Oligodendrocyte Differentiation. ACS Chem Neurosci 2020;11: 2129-2136. Abstract
    Molloy JJ, Schafer M, Wienhold M, Morack T, Daniliuc CG, Gilmour R. Boron-enabled geometric isomerization of alkenes via selective energy-transfer catalysis. Science 2020;369: 302-306. Abstract


    Hayashi T, Kehr G, Bergander K, Gilmour R. Stereospecific alpha-Sialylation by Site-Selective Fluorination. Angew Chem Int Ed Engl 2019;58: 3814-3818. Abstract
    Metternich JB, Mudd RJ, Gilmour R. Flavins in Photochemistry. Science of Synthesis: Photocatalysis in Organic Synthesis 2019: 391-404.
    Nevesely T, Daniliuc CG, Gilmour R. Sequential Energy Transfer Catalysis: A Cascade Synthesis of Angularly-Fused Dihydrocoumarins. Org Lett 2019;21: 9724-9728. Abstract


    Axer A, Hermann S, Kehr G, Clases D, Karst U, Fischer-Riepe L, Roth J, Fobker M, Schafers M, Gilmour R, Faust A. Harnessing the Maltodextrin Transport Mechanism for Targeted Bacterial Imaging: Structural Requirements for Improved in vivo Stability in Tracer Design. ChemMedChem 2018;13: 241-250. Abstract
    Erdeljac N, Kehr G, Ahlqvist M, Knerr L, Gilmour R. Exploring physicochemical space via a bioisostere of the trifluoromethyl and ethyl groups (BITE): attenuating lipophilicity in fluorinated analogues of Gilenya(R) for multiple sclerosis. Chem Commun (Camb) 2018;54: 12002-12005. Abstract
    Fassbender SI, Metternich JB, Gilmour R. Spatiotemporal Control of Pre-existing Alkene Geometry: A Bio-Inspired Route to 4-Trifluoromethyl-2H-chromenes. Org Lett 2018;20: 724-727. Abstract
    Kieser TJ, Santschi N, Nowack L, Kehr G, Kuhlmann T, Albrecht S, Gilmour R. Single Site Fluorination of the GM4 Ganglioside Epitope Upregulates Oligodendrocyte Differentiation. ACS Chem Neurosci 2018;9: 1159-1165. Abstract
    Lucchetti N, Gilmour R. Reengineering Chemical Glycosylation: Direct, Metal-Free Anomeric O-Arylation of Unactivated Carbohydrates. Chemistry 2018;24: 16266-16270. Abstract
    Metternich JB, Sagebiel S, Luckener A, Lamping S, Ravoo BJ, Gilmour R. Covalent Immobilization of (-)-Riboflavin on Polymer Functionalized Silica Particles: Application in the Photocatalytic E-->Z Isomerization of Polarized Alkenes. Chemistry 2018;24: 4228-4233. Abstract
    Molloy JJ, Metternich JB, Daniliuc CG, Watson AJB, Gilmour R. Contra-Thermodynamic, Photocatalytic E-->Z Isomerization of Styrenyl Boron Species: Vectors to Facilitate Exploration of Two-Dimensional Chemical Space. Angew Chem Int Ed Engl 2018;57: 3168-3172. Abstract
    Morack T, Gilmour R. Classic reaction re-engineered through molecular face recognition. Nature 2018;556: 438-439. Abstract
    Morack T, Metternich JB, Gilmour R. Vitamin Catalysis: Direct, Photocatalytic Synthesis of Benzocoumarins via (-)-Riboflavin-Mediated Electron Transfer. Org Lett 2018;20: 1316-1319. Abstract
    Sadurní A, Gilmour R. Stereocontrolled Synthesis of 2-Fluorinated C-Glycosides. Eur. J. Org. Chem. 2018;2018: 3684-3687. Abstract
    Sadurni A, Kehr G, Ahlqvist M, Wernevik J, Sjogren HP, Kankkonen C, Knerr L, Gilmour R. Fluorine-Directed Glycosylation Enables the Stereocontrolled Synthesis of Selective SGLT2 Inhibitors for Type II Diabetes. Chemistry 2018;24: 2832-2836. Abstract
    Scheidt F, Neufeld J, Schäfer M, Thiehoff C, Gilmour R. Catalytic Geminal Difluorination of Styrenes for the Construction of Fluorine-rich Bioisosteres. Org Lett 2018;20: 8073−8076. Abstract
    Scheidt F, Schafer M, Sarie JC, Daniliuc CG, Molloy JJ, Gilmour R. Enantioselective, Catalytic Vicinal Difluorination of Alkenes. Angew Chem Int Ed Engl 2018;57: 16431-16435. Abstract
    Scheidt F, Thiehoff C, Yilmaz G, Meyer S, Daniliuc CG, Kehr G, Gilmour R. Fluorocyclisation via I(I)/I(III) catalysis: a concise route to fluorinated oxazolines. Beilstein J. Org. Chem. 2018;14: 1021-1027. Abstract
    Teschers CS, Daniliuc CG, Kehr G, Gilmour R. Conformational control enabled by the fluorine gauche effect in a model of the β 2 -AR agonist salbutamol (Ventolin™). J. Fluor. Chem 2018;210: 1-5. Abstract


    Metternich JB, Artiukhin DG, Holland MC, von Bremen-Kuhne M, Neugebauer J, Gilmour R. Photocatalytic E --> Z Isomerization of Polarized Alkenes Inspired by the Visual Cycle: Mechanistic Dichotomy and Origin of Selectivity. J Org Chem 2017;82: 9955-9977. Abstract
    Rey YP, Abradelo DG, Santschi N, Strassert CA, Gilmour R. Quantitative Profiling of the Heavy-Atom Effect in BODIPY Dyes: Correlating Initial Rates, Atomic Numbers, and[super:1]O[sub:2]Quantum Yields: Quantitative Profiling of the Heavy-Atom Effect in BODIPY Dyes: Correlating Initial Rates, Atomic Numbers, and[super:1]O[sub:2]Quantum Yields. Eur. J. Org. Chem. 2017;2017: 2170-2178. Abstract
    Sarie JC, Thiehoff C, Mudd RJ, Daniliuc CG, Kehr G, Gilmour R. Deconstructing the Catalytic, Vicinal Difluorination of Alkenes: HF-Free Synthesis and Structural Study of p-TolIF2. J Org Chem 2017;82: 11792-11798. Abstract
    Scheidt F, Selter P, Santschi N, Holland MC, Dudenko DV, Daniliuc C, Muck-Lichtenfeld C, Hansen MR, Gilmour R. Emulating Natural Product Conformation by Cooperative, Non-Covalent Fluorine Interactions. Chemistry 2017;23: 6142-6149. Abstract
    Thiehoff C, Rey YP, Gilmour R. The Fluorine_Gauche_Effect: A Brief History. Isr. J. Chem. 2017;57: 92-100. Abstract


    Aiguabella N, Holland MC, Gilmour R. Fluorine-directed 1,2-trans glycosylation of rare sugars. Org Biomol Chem 2016;14: 5534-5538. Abstract
    Holland MC, Gilmour R, Houk KN. Importance of Intermolecular Hydrogen Bonding for the Stereochemical Control of Allene-Enone (3+2) Annulations Catalyzed by a Bifunctional, Amino Acid Derived Phosphine Catalyst. Angew Chem Int Ed Engl 2016;55: 2022-2027. Abstract
    Metternich J, Gilmour R. Photocatalytic E → Z Isomerization of Alkenes. Synlett 2016;27: 2541-2552. Abstract
    Metternich JB, Gilmour R. One Photocatalyst, n Activation Modes Strategy for Cascade Catalysis: Emulating Coumarin Biosynthesis with (-)-Riboflavin. J Am Chem Soc 2016;138: 1040-1045. Abstract
    Molnár I, Holland M, Daniliuc C, Houk K, Gilmour R. Organocatalysis Intermediates as Platforms to Study Noncovalent Interactions: Integrating Fluorine Gauche Effects in Iminium Systems to Facilitate Acyclic Conformational Control. Synlett 2016;27: 1051-1055. Abstract
    Molnar IG, Gilmour R. Catalytic Difluorination of Olefins. J Am Chem Soc 2016;138: 5004-5007. Abstract
    Molnár IG, Thiehoff C, Holland MC, Gilmour R. Catalytic, Vicinal Difluorination of Olefins: Creating a Hybrid, Chiral Bioisostere of the Trifluoromethyl and Ethyl Groups. ACS Catal. 2016;6: 7167-7173. Abstract
    Santschi N, Thiehoff C, Holland MC, Daniliuc CG, Houk KN, Gilmour R. The Sulfur–Fluorine_Gauche_Effect in Coinage-Metal Complexes: Augmenting Conformational Equilibria by Complexation. Organometallics 2016;35: 3040-3044. Abstract
    Thiehoff C, Schifferer L, Daniliuc CG, Santschi N, Gilmour R. The influence of electronic perturbations on the Sulfur–Fluorine Gauche Effect. Journal of Fluorine Chemistry 2016;182: 121-126. Abstract


    Holland MC, Gilmour R. Deconstructing covalent organocatalysis. Angew Chem Int Ed Engl 2015;54: 3862-3871. Abstract
    Holland MC, Meemken F, Baiker A, Gilmour R. Chiral imidazolidinone and proline-derived surface modifiers for the Pt-catalysed asymmetric hydrogenation of activated ketones. Journal of Molecular Catalysis A: Chemical 2015;396: 335-345. Abstract
    Holland MC, Metternich JB, Daniliuc C, Schweizer WB, Gilmour R. Aromatic Interactions in Organocatalyst Design: Augmenting Selectivity Reversal in Iminium Ion Activation. Chemistry 2015;21: 10031-10038. Abstract
    Holland MC, Metternich JB, Muck-Lichtenfeld C, Gilmour R. Cation-pi interactions in iminium ion activation: correlating quadrupole moment & enantioselectivity. Chem Commun (Camb) 2015;51: 5322-5325. Abstract
    Metternich JB, Gilmour R. A Bio-Inspired, Catalytic E --> Z Isomerization of Activated Olefins. J Am Chem Soc 2015;137: 11254-11257. Abstract
    Sagamanova I, Rodríguez-Escrich C, Molnár IG, Sayalero S, Gilmour R, Pericàs MA. Translating the Enantioselective Michael Reaction to a Continuous Flow Paradigm with an Immobilized, Fluorinated Organocatalyst. ACS Catal. 2015;5: 6241-6248. Abstract
    Santschi N, Aiguabella N, Lewe V, Gilmour R. Delineating the Physical Organic Profile of the 6-Fluoro Glycosyl Donor. J Flourine Chem 2015: 96-101.
    Santschi N, Gilmour R. A Comparative Analysis of Fluorine-Directed Glycosylation Selectivity: Interrogating C2 [OH → F] Substitution in D-Glucose and D-Galactose. Eur J Org Chem 2015;32: 6983-6987.
    Santschi N, Wagner S, Daniliuc C, Hermann S, Schafers M, Gilmour R. Synthesis of 2-[(18) F]Fluoro-2-deoxyisosorbide 5-mononitrate and Assessment of Its in vivo Biodistribution as Determined by Dynamic Positron Emission Tomography (PET). ChemMedChem 2015;10: 1724-1732. Abstract
    Thiehoff C, Holland MC, Daniliuc C, Houk KN, Gilmour R. Can acyclic conformational control be achieved via a sulfur–fluorine gauche effect?. Chem. Sci. 2015;6: 3565-3571. Abstract


    Holland MC, Berden G, Oomens J, Meijer AJHM, Schäfer M, Gilmour R. Infrared Multiphoton Dissociation Spectroscopic Analysis of Noncovalent Interactions in Organocatalysis: Analysis of Noncovalent Interactions in Organocatalysis. Eur J Org Chem 2014;2014: 5675-5680. Abstract
    Molnar IG, Tanzer E-M, Daniliuc C, Gilmour R. Enantioselective aziridination of cyclic enals facilitated by the fluorine-iminium ion gauche effect. Chemistry 2014;20: 794-800. Abstract
    Rey YP, Zimmer LE, Sparr C, Tanzer EM, Schweizer WB, Senn HM, Lakhdar S, Gilmour R. Molecular Design Exploiting a Fluorine gauche Effect as a Stereoelectronic Trigger. Eur J Org Chem 2014;2014: 1202-1211. Abstract
    Santschi N, Gilmour R. The (not so) ephemeral trifluoromethanide anion. Angew Chem Int Ed Engl 2014;53: 11414-11415. Abstract


    Holland MC, Paul S, Schweizer WB, Bergander K, Muck-Lichtenfeld C, Lakhdar S, Mayr H, Gilmour R. Noncovalent interactions in organocatalysis: modulating conformational diversity and reactivity in the MacMillan catalyst. Angew Chem Int Ed Engl 2013;52: 7967-7971. Abstract
    Paul S, Schweizer WB, Rugg G, Senn HM, Gilmour R. The fluorine-NHC gauche effect: a structural and computational study. Tetrahedron 2013;69: 5647-5659. Abstract
    Rey YP, Gilmour R. Modulating NHC catalysis with fluorine. Beilstein J Org Chem 2013;9: 2812-2820. Abstract