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Leclaire J, Husson G, Devaux N, et al. CO2 binding by dynamic combinatorial chemistry: an environmental selection. J Am Chem Soc. 2010;132(10):3582-93doi: 10.1021/ja909975q.
Leclaire, J., Husson, G., Devaux, N., Delorme, V., Charles, L., Ziarelli, F., Desbois, P., Chaumonnot, A., Jacquin, M., Fotiadu, F., & Buono, G. (2010). CO2 binding by dynamic combinatorial chemistry: an environmental selection. Journal of the American Chemical Society, 132(10), 3582-93. https://doi.org/10.1021/ja909975q
Leclaire, Julien, et al. "CO2 binding by dynamic combinatorial chemistry: an environmental selection." Journal of the American Chemical Society vol. 132,10 (2010): 3582-93. doi: https://doi.org/10.1021/ja909975q
Leclaire J, Husson G, Devaux N, Delorme V, Charles L, Ziarelli F, Desbois P, Chaumonnot A, Jacquin M, Fotiadu F, Buono G. CO2 binding by dynamic combinatorial chemistry: an environmental selection. J Am Chem Soc. 2010 Mar 17;132(10):3582-93. doi: 10.1021/ja909975q. PMID: 20170120.
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J Am Chem Soc. 2010 Mar 17;132(10):3582-93. doi: 10.1021/ja909975q.

CO2 binding by dynamic combinatorial chemistry: an environmental selection.

Journal of the American Chemical Society

Julien Leclaire, Guillaume Husson, Nathalie Devaux, Vincent Delorme, Laurence Charles, Fabio Ziarelli, Perrine Desbois, Alexandra Chaumonnot, Marc Jacquin, Frédéric Fotiadu, Gérard Buono

Affiliations

  1. Laboratoire Chirosciences, UMR 6263 CNRS: Institut des Sciences Moléculaires de Marseille ISM2, Ecole Centrale Marseille, Université Paul Cézanne, case A62, Avenue Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France. [email protected]

PMID: 20170120 DOI: 10.1021/ja909975q

Abstract

We now report that a dynamic combinatorial selection approach can quantitatively provide, from trivial building blocks, an architecturally complex organic material, in which carbon dioxide is reversibly but covalently incorporated as a guest with a mass content of 20%. Solid-state analyses combined with covalent disconnection and quantization of the liberated components allowed identification of a three-component monomeric unit repeated within a range of assembled oligomeric adducts whose repartition and binding capacity can be finely tuned through the starting stoichiometries. The self-assembly of these architectures occurs through the simultaneous creation of more than 25 covalent bonds per molecular entity. It appears that the thermodynamic selection is directed by the packing efficiency of these adducts, explaining the spectacular building block discrimination between homologues differing by one carbon unit. This selectivity, combined with the reversible nature of the system, provided pure molecular building blocks after a simple chemical disconnection, promoting CO(2) as a green auxiliary to purify polyaldehyde or polyamine from mixtures of homologous structures. Moreover, the gas template could be expelled as a pure compound under thermodynamic control. This cooperative desorption process yielded back the initial libraries of high molecular diversity with a promising reduction of the energetic costs of capture and recycling.

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