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COLASSON Benoit

Assistant Professor

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Université Paris Descartes
45 rue des Saints-Pères
75006 Paris
UMR8601
Bioinorganic supramolecular chemistry
Door R153bis/154, 1st floor
Tel. : +33 (0)1 42 86 42 57
Contact : COLASSON Benoit
 

 
Education
Master degree from Ecole Normale Supérieure de Lyon (2000).
PhD in the laboratory of Dr. Jean-Pierre Sauvage (University Louis Pasteur, Strasbourg, France)
Research Themes
The functionalization of the small rim of a calixarene at its phenolic units has lead to a variety of ligands which give the so-called funnel complexes upon coordination of a metal ion. These complexes were examined for their host-guest properties. When coordinated to copper (I), the activation of oxygen was studied. The modification of the large rim should diversify their host-guest properties without spoiling the complexation ability of the calixarene at the small rim.

A new synthetic route has been recently developped in order to efficiently produce a tris-imidazoylcalixarene core functionalized at the large rim by three triazolyl groups. The « click » reaction between three acetylenes and the azido-derivatized calixarene is the key step of this strategy. The three triazoles at the large rim can act as a second coordination site for a cation, giving access to bimetallic complexes. Several hetero and homo bimetallic complexes with metal ions such as Zn(II), Cu(I) or Cu(II) were synthezised and their properties are currently studied using EPR spectroscopy and electrochemistry. The great versatility of click chemistry towards chemical functions allows to anchor a large choice of functional groups through the triazole links. Thus, hydrosoluble calixarenes could be obtained when ammonium or imidazolium groups were appended at the large rim. New properties for complexation of a metal ion or for host-guest chemistry are expected to merge in an aqueous environment. More recently, we have shown that we can take advantage of the host-guest properties of our funnel complexes to selectively monofunctionalize the large rim. The strategy is based on the encapsulation of a substrate in the cavity of the calixarene. The substrate reacts then irreversibly with one of the three reactive groups placed at the large rim. Applying this strategy further, three different groups can be introduced at the large rim. The resulting calixarene is then inherently chiral. We will improve this methodology and use this original chirality for molecular recognition and organocatalysis. Key-words
Supramolecular chemistry, coordination chemistry, calixarene, organic synthesis, host-guest chemistry, hydrophilic calixarene, inherent chirality.
Training Information
  • 2000-2003 : PhD in the field of COORDINATION CHEMISTRY : "Borromean Rings and Metal-Containing Catenanes : New Synthetic Approches" (Group of Dr. J-P. Sauvage, University of Strasbourg I, France)

  • 2003-2004 : Postdoctoral fellow : "Use of Click Chemistry in organic synhtesis. Application for the synthesis of new enzyme inhibitors" (Group of Prof. K. B. Sharpless, The Scripps Research Institute, La Jolla, USA)

  • 2004-2006 : Postdoctoral fellow : "Synthesis and studies of anion receptors" (Group of Prof. L. Fabbrizzi, University of Pavia, Italy)

  • Since2006 : Assistant Professor in the group "Bioinorganic supramolecular chemistry"

Selected publications
  1. “Selective Hetero-Trisfunctionalization of the Large Rim of a Biomimetic Calix[6]arene Using Host-Guest Chemistry as a Synthetic Tool”, B. Colasson and O. Reinaud J. Am. Chem. Soc. 2008, 130, 15226-15227.

  2. “A Ditopic Calix[6]arene Ligand with N-Methylimidazole ans 1,2,3-Triazole Substituents: Synthesis and Coordination with Zn(II) Cations”, B. Colasson, M. Save, P. Milko, J. Roithová, D. Schröder, O. Reinaud Org. Lett. 2007, 24, 4987-4990.

  3. “A Metal Based Trisimidazolium Cage That Provides Six C-H Hydrogen-Bond-Donor Fragments and Includes Anions”, V. Amendola, M. Boiocchi, B. Colasson, L. Fabbrizzi, M.-J. Rodriguez Douton, F. Ugozzoli Angew. Chem. Int. Ed. 2006, 45, 6920-6924.

  4. “In situ Click Chemistry: Enzyme-Generated Inhibitors of Carbonic Anhydrase-II”, V. P. Mocharla, B. Colasson, L. Lee, S. Roeper, K. B. Sharpless, C.-H. Wong, H. Kolb Angew. Chem. Int. Ed. 2005, 44, 116-120.