• 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”

    2023

    Campbell E, Jordan C, Gilmour R. Fluorinated carbohydrates for (18)F-positron emission tomography (PET). Chem Soc Rev 2023;52: 3599-3626. Abstract
    Wang Z-X, Livingstone K, Humpel C, Daniliuc CG, Muck-Lichtenfeld C, Gilmour R. Regioselective, catalytic 1,1-difluorination of enynes. Nat Chem 2023Abstract
    Zahringer TJB, Wienhold M, Gilmour R, Kerzig C. Direct Observation of Triplet States in the Isomerization of Alkenylboronates by Energy Transfer Catalysis. J Am Chem Soc 2023;145: 21576-21586. Abstract

    2021

    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

    2020

    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

    2019

    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

    2018

    Axer A, Hermann S, Kehr G, Clases D, Karst U, Fischer-Riepe L, Roth J, Fobker M, Schäfers 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

    2017

    Metternich JB, Artiukhin DG, Holland MC, von Bremen-Kühne 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

    2016

    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

    2015

    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

    2014

    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

    2013

    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