Publications

2019
  1. Solène Collin, Nicolas Giraud, Elise Dumont and Olivia Reinaud, A biomimetic strategy for the selective recognition of organophosphates in 100% water: synergies of electrostatic interactions, cavity embedment and metal coordination,Org. Chem. Front., 2019,6, 1627-1636, DOI : 10.1039/C9QO00263D
  2. Zahim, D. Ajami, P. Laurent, H. Valkenier, O. Reinaud, M. Luhmer, I. Jabin*,Synthesis and Binding Properties of a Tren-Capped Hexahomotrioxacalix[3]arene, Chem. Phys. Chem. 2019. DOI:  10.1002/cphc.201900951.
2018
  1. Dr. Solène Collin, Dr. Arnaud Parrot, Dr. Lionel Marcelis, Dr. Emilio Brunetti, Prof. Ivan Jabin, Prof. Gilles Bruylants, Prof. Kristin Bartik, Prof. Olivia Reinaud Submerging a Biomimetic Metallo‐Receptor in Water for Molecular Recognition: Micellar Incorporation or Water Solubilization? A Case Study, Chem. Eur. J.2018, Vol. 24, Issue 68, 17964-17974, DOI: 10.1002/chem.201804768
  2. A. Inthasot, N. Le Poul, M. Luhmer, B. Colasson,* I. Jabin,* O. Reinaud,* Selective EPR detection of primary amines in water with a calix[6]azacryptand-based copper(II) funnel complex, Inorg. Chem. 2018 ,57, 3646-3655 https://doi.org/10.1021/acs.inorgchem.7b02541

  3. G. Ragazzon, C. Schäfer, P. Franchi, S. Silvi, B. Colasson, M. Lucarini, A. Credi, Remote electrochemical modulation of pK a in a rotaxane by co-conformational allostery, Proc. Natl. Acad. Sci. U.S.A. 2018, https://doi.org/10.1073/pnas.1712783115
  4. A. Parrot, S. Collin, G. Bruylants, O. Reinaud, The 3rd degree of biomimetism: associating the cavity effect, ZnII coordination and internal base assistance for guest binding and activation, Chem. Sci. 2018, 9, 5479–5487, DOI: 10.1039/c8sc01129j
    Highlighted in ChemistryWorld (RSC), Supramolecular system refines enzyme impression, By Sarah Sharp, 9 July 2018
  5. Nicolas Le Poul,† Benoit Colasson,‡ Grégory Thiabaud,‡ Dany Jeanne Dit Fouque,† Claudio Iacobucci,† Antony Memboeuf, † Bénédicte Douziech,† Jan Řezáč,§ Thierry Prangé,∥ Aurélien de la Lande,⊥ Olivia Reinaud,‡,* and Yves Le Mest†,Supramolecular Gating of the Electron Transfer at a Biomimetic Mono Copper Center by Water Molecules, Chemical Science, 2018, DOI: 10.1039/C8SC03124J
2017
  1. N. Ségaud, C. De Thomasson, C. Daverat,, K. Sénéchal-David, A. Dos Santos, V. Steinmetz, P. Maître, J.-N. Rebilly,[b],* Frédéric Banse,[a],* Olivia Reinaud, Mimicking the regulation step of Fe-monooxygenases: Allosteric modulation of Fe(IV)-Oxo formation by guest binding in a dinuclear Zn(II)-Fe(II) calix[6]arene-based funnel complexChem. Eur. J. 201723, 2894-2906. DOI: 10.1002/chem.201605248.
  2. C. Rémy, H. Guyon, J.-N. Rebilly, I. Leray,* O. Reinaud*Selective Fluorimetric Detection of Primary Alkylamines by a Calix[6]arene Funnel Complex, Chem. Eur. J. 201723, 8669 –8677. DOI:10.1002/chem.201700640
  3. G. De Leener, D. Over, C. Smet, D. Cornut, A. Gabriela Porras-Gutierrez, I. Lopez, B. Douziech, N. Le Poul,* F. Topić, K. Rissanen, Y. Le Mest, I. Jabin,* O. Reinaud,*Two-story” Calix[6]arene-based Zinc and Copper Complexes: Structure, Properties, O2 BindingInorg. Chem. 2017, in press. DOI: 10.1021/acs.inorgchem.7b01225.
2016
  1. S. Zahim, R. Lavendomme, O. Reinaud, M. Luhmer, G. Evano, I. Jabin,* Triflate-Functionalized Calix[6]arenes as Versatile Building-Blocks: Application to the Synthesis of an Inherently Chiral Zn(II) Complex, Org. Biomol. Chem. 201614, 1950–1957, DOI: 10.1039/C5OB02367J
  2. A. Inthasot, E. Brunetti, M. Lejeune, N. Menard, T. Prangé, L. Fusaro, G. Bruylants, O. Reinaud,* M. Luhmer,* I. Jabin*, B. Colasson*, Kinetic and Thermodynamic Stabilization of Metal Complexes by Introverted Coordination in a Calix[6]-azacryptand, Chem. Eur. J201622, 4855 – 4862. DOI: 10.1002/chem.201505057
  3. R. Lavendomme, L. Troian-Gautier, S. Zahim, O. Reinaud,* I. Jabin,*, One step synthesis of calix[n]quinones through the HClO4/PbO2 mediated oxidation of calix[n]arenes, Eur. J. O. C. 2016, 1665–1668. DOI: 10.1002/ejoc.201600092
  4. G. De Leener, F. Evoung-Evoung, A. Lascaux, J. Mertens, A. G. Porras-Gutierrez, N. Le Poul,* C. Lagrost, D. Over, Y. R. Leroux, F. Reniers, P. Hapiot, Y. Le Mest, I. Jabin,* O. Reinaud,*Immobilization of monolayers incorporating Cu funnel complexes onto gold electrodes. Application to the selective electrochemical recognition of primary alkylamines in water, J. Am. Chem. Soc. 2016138, 12841–12853. DOI: 10.1021/jacs.6b05317.
2015

E. Brunetti, A. Inthasot, F. Keymeulen, O. Reinaud, I. Jabin* and K. Bartik*, Primary Amine Recognition in Water by a Calix[6]aza-cryptand Incorporated in Dodecylphosphocholine Micelles, Org. Biomol. Chem. 201513, 2931–2938. DOI: 10.1039/C4OB02495H

S. Rat, J. Gout, O. Bistri, O. Reinaud,* The first water-soluble bowl complex: Molecular Recognition of Acetate by the Biomimetic Tris(imidazole) Zn(II) System at pH 7.4,  Org. Biomol. Chem., 201513, 3194-3197. DOI: 10.1039/C4OB02514H

Danjou, P. E.; De Leener, G.; Cornut, D.; Moerkerke, S.; Mameri, S.; Lascaux, A.; Wouters, J.; Brugnara, A.; Colasson, B.; Reinaud, O.*; Jabin, I.*, Supramolecular assistance for the selective demethylation of calixarene-based receptors, J. Org. Chem. 201580, 5084–5091. DOI: https://doi.org/10.1021/acs.joc.5b00464

R. Lavendomme, S. Zahim, G. De Leener, A. Inthasot, A. Mattiuzzi, M. Luhmer, O. Reinaud, I. Jabin,*Rational strategies for the selective functionalization of calixarenes,  Asian J. Org. Chem. 2015, 4, 10–722. DOI: 10.1002/ajoc.201500178.

J.-N. Rebilly, B. Colasson, O. Bistri, D. Over, O. Reinaud,* Biomimetic Cavity-Based Metal Complexes Chem. Soc. Rev. 2015, 44, 467-489. DOI: 10.1039/c4cs00211c.

Bistri and O. Reinaud,* Supramolecular Control of Transition Metal Complexes in Water by a Hydrophobic Cavity: a Bio-Inspired Strategy, Org. Biomol. Chem., 2015, 13, 2849–2865. DOI: 10.1039/C4OB02511C.

 Le Poul, Y. Le Mest, I. Jabin, O Reinaud, Supramolecular Modeling of Mono-Copper Enzyme Active Sites with Funnel-Complexes, Acc. Chem. Res., 2015, 48, 2097–2106. DOI: 10.1021/acs.accounts.5b00152

2014
  1. Maurin, Antoine; Varatharajan, Sambika; Colasson, Benoit; Reinaud, Olivia, A Water-Soluble Calix[4]arene-Based Ligand for the Selective Linear Coordination and Stabilization of Copper(I) Ion in Aerobic Conditions, Org. Lett. 201416, 5426-5429. DOI: https://doi.org/10.1021/ol502650c 
  2. Jean-Noël Rebilly, Assia Hessani, Benoit Colasson, and Olivia Reinaud, A versatile strategy for appending a single functional group to a multifunctional host through host-guest covalent-capture, Org. Biomol. Chem. 201412, 7780-7785. DOI: 10.1039/C4OB01429D 
  3. Andrea Brugnara, Filip Topić, KariRissanen, Aurélien de la Lande, Benoit Colasson and Olivia Reinaud, Selective recognition of fluoride anion in water by a copper(II) center embedded in a hydrophobic cavity, Chem. Sci. 20145, 3897 – 3904. DOI: 10.1039/C4SC01457J 
  4. Luis Miguel Santos, Alice Mattiuzzi, Ivan Jabin, Nicolas Vandencasteele, Francois Reniers, Olivia Reinaud, Philippe Hapiot, SébastienLhenry, Yann R Leroux, and Corinne Lagrost, One-Pot Electrografting of Mixed Mono-Layers with Controlled Composition, J. Phys. Chem. C 201429, 15919-15928. DOI: https://doi.org/10.1021/jp5052003 
  5. J. Gout, A.Višnjevac, S. Rat, A. Parrot, A.Hessani, O. Bistri, N. Le Poul, Y. Le Mest, O. Reinaud, Supramolecular Control of a Mononuclear Biomimetic Copper(II) center: Bowl Complexes vs. Funnel Complexes, Eur. J. Inorg. Chem. 2014, 2819-2828. DOI: https://doi.org/10.1021/ic500740r 
  6. Sébastien Lhenry, Yann R. Leroux, Christophe Orain, Francoise Conan, Nathalie Cosquer, Nicolas Le Poul, Yves Le Mest, Olivia Reinaud, Philippe Hapiot, Locally induced and self-induced “electro-click” onto self-assembled monolayer by SECM under unbiased conditions, Langmuir 201430, 4501-4508. DOI: https://doi.org/10.1021/la405005f 
  7. Andrea Brugnara, Luca Fusaro, Michel Luhmer, Thierry Prangé, Benoit Colasson, Olivia Reinaud, An induced-fit process through mechanical pivoting of aromatic walls in host-guest chemistry of calix[6]areneaza-cryptands, Org. Biomol. Chem. 201412, 2754-2760. DOI: 10.1039/C4OB00304G 
  8. A. Gabriel Porras Gutiérrez, J. Zeitouny, A. Gomila, B. Douziech, N. Cosquer, F. Conan, O. Reinaud, P. Hapiot, Y. Le Mest, C. Lagrost, N. Le Poul, Insights into water coordination associated to the CuII/CuI electron transfer at a biomimetic Cu centre, Dalton Trans. 201443, 6436 – 6445. DOI: 10.1039/C3DT53548G 
  9. Alex Inthasot, Minh-Dung Dang Thy, Manuel Lejeune, Luca Fusaro, Olivia Reinaud, Michel Luhmer, Benoit Colasson, Ivan Jabin, Supramolecular assistance for the selective mono-functionalization of a calix[6]arenetris-carboxylic acid based receptor, J. Org. Chem. 201479, 1913-1919. DOI: https://doi.org/10.1021/jo402080

Revue :

  1. J.-N. Rebilly, O. Reinaud, Calixarenes and resorcinarenes as scaffolds for supramolecularmetallo-enzyme mimicry,
    Supramol. Chem. (special issue “calix13”), 201426, 454-479. DOI: 10.1080/10610278.2013.877137
2013
  1. Ségaud, N., Rebilly, J.N., Sénéchal-David, K., Guillot, R., Billon, L., Reinaud, O., Banse, F., Iron Coordination Chemistry with New Ligands Containing Triazole and Pyridine Moieties. Comparison of the Coordination Ability of the N-donors, Inorg. Chem. 201352, 691-700. DOI: https://doi.org/10.1021/ic301834x
  2. Bernier, N., Menard, N., Colasson, B., Rebilly, J.N., Reinaud, O., Guest-Triggered ZnII Translocation and Supramolecular Nuclearity Control in Calix[6]arene-Based Complexes, Inorg. Chem. , 201352, 4683-4691. DOI: https://doi.org/10.1021/ic4002863 
  3. Menard, N., Hériot, Y., Le Mest, Y., Reinaud, O., Le Poul, N., Colasson, B., Electrochemically-driven cup-and-ball copper complexes, Chem. Eur.J. 201319, 10611-10618. DOI: https://doi.org/10.1002/chem.201301141 
  4. Gout, J., Višnjevac, A., Rat, S., Bistri, O., Le Poul, N., Le Mest, Y., Reinaud, O., Bowl vs. Funnel supramolecular concept for Cu(I) Complexes within the Biomimetic Tris-imidazole Core, Eur.J.I.C. 2013, 5171-5180. DOI: https://doi.org/10.1002/ejic.201300733 
  5. Melia, C., Ferrer, S., Řezáč, J., Parisel, O., Reinaud, O., Moliner, V., de la Lande, A., Investigation of the Hydroxylation Mechanism of Noncoupled Copper Oxygenases by Ab Initio Molecular Dynamics Simulations, Chem. Eur. J. 201319, 17328-17337. DOI: https://doi.org/10.1002/chem.201301000 
  6. Over, D., Zeng, X., Bornholdt, C., Marrot, J., Reinaud, O., Coordination of Lead(II) in the Supramolecular Environment Provided by a “Two-Story” Calix[6]arene-based N6 Ligand, Inorg. Chem. 201352, 14089-14095. DOI: https://doi.org/10.1021/ja0161958 
  7. Menard,N., Over, D., Reinaud, O., Colasson, B., Proton-induced motion in a molecular cup-and-ball Zinc funnel complex, Tet. Lett. 201354, 3398-3401. DOI: https://doi.org/10.1016/j.tetlet.2013.04.065 
  8. Menard, N. ; Reinaud, O. ; Colasson, B., Guest Covalent Capture by a Host : A Biomimetic Strategy for the Selective Functionalization of a Cavity, Chem. Eur. J. , 201319, 641-652. DOI: https://doi.org/10.1002/chem.201202391
2012
  1. Mattiuzzi, A. ; Jabin, I. ; Mangeney, C. ; Roux, C. ; Reinaud, O. ; Santos, L. ; Bergamini, J.F. ; Hapiot, P. ; Lagrost, C., Electrografting of calix[4]arenediazonium salts to form versatile robust platforms for spatially controlled surface functionalizationNature Comm., 2012, DOI : 10.1038/ncomms2121.
  2. Lejeune, M. ; Picron, J.-F. ; Mattiuzzi, A. ; Lascaux, A. ; De Cesco, S. ; Brugnara, A. ; Thiabaud, G. ; Darbost, U. ; Colasson, B. ; Reinaud, O. and Jabin, I., Ipso-nitration of calix[6]azacrytands : Intriguing effects of the small rim capping pattern on the large rim substitution selectivity, J. Org. Chem., 201277, 3838-3845. DOI: https://doi.org/10.1021/jo300179h
  3. Rebilly, J. N. ; Bistri, O. ; Colasson, B. and Reinaud, O., Supramolecular control of hetero-multinuclear polytopic binding of metal ions (ZnII, CuI) at a single calix[6]arene-based scaffold, Inorg. Chem.201251, 5965-5974. DOI: https://doi.org/10.1021/ic300632q
  4. Thiabaud, G. ; Brugnara, A. ; Carboni, M. ; Le Poul, N. ; Colasson, B. ; Le Mest, Y. and Reinaud, O.,Synthesis and studies of a water-soluble and air-stable CuI/CuII open-shell funnel complex, Org. Lett.201214, 2500-2503. DOI: https://doi.org/10.1021/ol3007875
  5.  Olivia Bistri, Benoit Colasson and Olivia Reinaud, Recognition of Primary Amines in Water by a Zinc Funnel Complex Based on Calix[6]arene, Chem. Sci.20123, 811-818. DOI: 10.1039/C1SC00738F
2011
  1. Xianshun Zeng, Claudia Bornholdt, Diana Over, Olivia Reinaud, Synthesis of “Two-Story” Calix[6]aza-Cryptands, Org. Lett., 201113, 5660-5663. DOI: https://doi.org/10.1021/ol202380q
  2. Benoit Colasson, Nicolas Le Poul, Yves Le Mest and Olivia Reinaud, Tris(triazolyl) Calix[6]arene-Based Zinc and Copper Funnel Complexes: Imidazole-like or Pyridine-like ? A Comparative Study, 2011Inorg. Chem. 2011, 50, 10985-10993. https://doi.org/10.1021/ic201540x
  3. Koji Kano, Masataka Kondo, Haruka Inoue, Hiroaki Kitagishi, Benoit Colasson, and Olivia Reinaud, Calorimetric Study on Coordination of Tridentate Imidazolyl Calix[6]arene Ligands to Zinc Ion in Organic Solvents, Inorg. Chem. 201150, 6353-6360. DOI: https://doi.org/10.1021/ic200809k
  4. Stéphane Le Gac, Jean-François Picron, Olivia Reinaud and Ivan Jabin, Allosterically driven self-assemblies of interlocked calix[6]arene receptors, Org. Biomol. Chem20119, 2387-2396. DOI: 10.1039/C0OB01020K
  5. Cyrille Monnereau, Jean- Noël Rebilly, and Olivia Reinaud, Synthesis and first studies of the host-guest and substrate recognition properties of a porphyrin tethered calix[6]arene ditopic ligand, Eur. J. Org. Chem. 2011, 166-175. DOI: https://doi.org/10.1002/ejoc.201001225
2010
  1. Antoine Gomila, Nicolas Le Poul, Nathalie Cosquer, Jean-Michel Kerbaol, Jean-Marc Noël, Madhusudana T. Reddy, Ivan Jabin, Olivia Reinaud, Francoise Conan and Yves Le Mest, Self-induced “electroclick” immobilization of a copper complex onto self-assembled monolayers on a gold electrode, Dalton Trans. 201039, 11516-11518. DOI: 10.1039/C0DT01093F
  2. Aleksandar Visˇnjevac, Jérôme Gout, Nicolas Ingert, Olivia Bistri, and Olivia Reinaud, First Zn(II) Bowl-Complexes Modeling the Tris(histidine) Metallo-Site of Enzymes, Org. Lett. 201012, 2044-2047. DOI: https://doi.org/10.1021/ol100512n
  3. Benoit Colasson, Nicolas Le Poul, Yves Le Mest, and Olivia Reinaud, Electrochemically Triggered Double Translocation of Two Different Metal Ions With a Ditopic Calix[6]arene Ligand, J. Am. Chem. Soc. 2010132, 4393-4398. DOI: https://doi.org/10.1021/ja910676z
  4. C. Bize, J.-C. Garrigues, M. Blanzat, I. Rico-Lattes, O. Bistri, B. Colasson, O. Reinaud, Spontaneous formation of vesicles in a catanionic association involving a head and tail functionalized amino-calix[6]arene, Chem. Commun. 201046, 586 – 588. DOI: 10.1039/B904135D
2009
  1. N. Le Poul, B. Douziech, J. Zeitouny, G. Thiabaud, H. Colas, F. Conan, N. Cosquer, I. Jabin, C. Lagrost, P. Hapiot, O. Reinaud, and Y. Le Mest, Mimicking the Protein Access Channel to a Metal Center : Effect of a Funnel-Complex on Dissociative vs Associative Copper Redox Chemistry, J. Am. Chem. Soc. 2009131, 17800-17807. DOI: https://doi.org/10.1021/ja9055905
  2. G. Thiabaud, G. Guillemot, I. Schmitz-Afonso, B. Colasson, O. Reinaud, Solid State Chemistry at an Isolated Cu(I) Center with O2, Angew. Chem. Int. Ed. 200948, 7383-7386. DOI: https://doi.org/10.1002/anie.200902691
  3. D. Coquière, A. de la Lande, O. Parisel, T. Prangé and O. Reinaud, Directional Control and Supramolecular Protection with a Ditopic Calix[6]arene-based Funnel Complex, Chem. Eur. J. , 200915, 11912 – 11917. DOI: https://doi.org/10.1002/chem.200901020
  4. D. Coquière, S. Le Gac, U. Darbost, O. Sénèque, I. Jabin, O. Reinaud, Biomimetic and self-assembled calix[6]arene-based receptors for neutral molecules, Org. Biomol. Chem.20097, 2485-2500 (Perspective). DOI: 10.1039/B902456E
  5. D. Over, A. de la Lande, X. Zeng, O. Parisel, O. Reinaud, Replacement of a nitrogen by a phosphorous donor in biomimetic copper complexes : a surprising but informative case study with calix[6]arene-based cryptands. Inorg. Chem. 200948, 4317-4330. DOI: https://doi.org/10.1021/ic802253t
  6. D. Coquière, A. de la Lande, S. Martí, O. Parisel, T. Prangé and O. Reinaud, Multipoint molecular recognition within a calix[6]arene funnel complex (Special Feature), Proc. Natl. Acad. Sci. USA2009106, 10449-10454. DOI: https://doi.org/10.1073/pnas.0811663106
  7. D. Coquière, A. de la Lande, S. Martí, O. Parisel, T. Prangé and O. Reinaud, Evidence for a tritopic “mono” basic site within a calix[6]arene funnel complex. Application to multipoint molecular recognition, Proc. Natl. Acad. Sci. USA2009106, 10449-10454. DOI: https://doi.org/10.1073/pnas.0811663106

 

 

2008
  1. B. Colasson and O. Reinaud, Selective Hetero-Trisfunctionalization of the Large Rim of a Biomimetic Calix[6]arene Using Host-Guest Chemistry as a Synthetic Tool. J. Am. Chem. Soc. 2008130, 15226-15227. DOI: https://doi.org/10.1021/ja803878g
  2. D. Coquière, J. Marrot, O. Reinaud, Spectacular Induced-Fit Process for Guest Binding by a Calix[6]arene Zn(II) Funnel Complex, Org. Biomol. Chem. 20086, 3930-3934. DOI: 10.1039/B809699F
  3. G. Izzet, J. Zeitouny, H. Akdas-Killig, Y. Frapart, S. Ménage, B. Douziech, I. Jabin, Y. Le Mest, O. Reinaud, Dioxygen Activation at a Mononuclear Cu(I) Center Embedded in the Calix[6]arene-Tren Core. J. Am. Chem. Soc. 2008130, 9514-9523. DOI: https://doi.org/10.1021/ja8019406
  4. A. de la Lande, O. Parisel, H. Gérard, V. Moliner, O. Reinaud, Theoretical exploration on the oxidative properties of a [(tren)CuO2]+ adduct relevant to monooxygenase enzymes : insights into the competitive deshydrogenation vs. hydroxylation reactive pathways. Chem. Eur J. 200814, 6465-6473. DOI: https://doi.org/10.1002/chem.200701595
2007
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Till 2006

1.  Encapsulation of a (H3O2)– unit in the aromatic core of a calix[6]arene closed by two Zn(II) ions at the small and large rims, Coquière, J. Marrot, O. Reinaud, Chem. Commun. 2006, 3924-3926.

2. Efficient Synthesis of Calix[6]tmpa: a New Calix[6]aza-cryptand with Original Conformational and Host-Guest Properties, Zeng, D. Coquière, A. Alenda, E. Garrier, T. Prangé, Y. Li, O. Reinaud, I. Jabin, Chem. Eur. J. 2006, 12, 6393-6402.

3. Theoretical modelling of tripodal CuN3 and CuN4 cuprous complexes interacting with O2, CO or CH3CN, de la Lande,H. Gérard,V. Moliner,G. Izzet, O. Reinaud, O. Parisel, J. Bio.l Inorg. Chem. 2006,593 –608.

4. Ipso-Chlorosulfonylation of Calixarenes: a Powerful Tool for the Selective Functionalization of the Large Rim, Coquière, H. Cadeau, Y. Rondelez, M. Giorgi and O. Reinaud, J. Org. Chem. 2006, 71, 4059-4065. DOI: 10.1021/jo052605p