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DTSTART;TZID=Europe/Paris:20190314T143000
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DTSTAMP:20190311T081935Z
CREATED:20190311T074504Z
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UID:5063-1552573800-1552579200@www.is2m.uha.fr
SUMMARY:Quadrupolar carbo-benzenes: synthesis\, optical and supra-molecular properties
DESCRIPTION:Prof. Rémi CHAUVIN\, Laboratory of Coordination Chemistry\, Paul Sabatier University\, Toulouse\, France\nWhile general « Carbo-mers » are expanded versions of parent molecules defined by « dicarbon enrichment »\,[1] carbo-benzenes are benchmark representatives for benzenic parents.[2] As benzene\, C6H6\, carbo-benzene\, C18H6\, satisfies the Hückel rule for aromaticity (number of πz electron = 4n+2 for n = 1 and n=4\, respectively)\, thus predicting augmented stability of the a priori quite reactive sp-carbon-rich empty C18 macrocycle. This has been demonstrated by both computational and experimental results. In this lecture\, unique structural features\, synthesis methods\, characterizations\, and physical properties of p-difunctional carbo-benzene derivatives will be presented.[3] Focus will be first given to selected chromophoric properties\, such as porphyrin-like one-photon absorption ability\,[4] dichromism in solution\,[5] and two-photon absorption.[6]  Further emphasis will be then given to strategies devised to address the recurring issue of the poor solubility of carbo-benzenes. Their supra-molecular interactions in the crystal\, liquid crystal\, and solution states will be addressed from several examples.[7] \nReferences \n[1] R. Chauvin\, Tetrahedron Lett. 1995\, 37\, 397. \n[2] (a) Y. Kuwatani\, N. Watanabe\, I. Ueda\, Tetrahedron Lett. 1995\, 36\, 119; (b) R. Chauvin\, Tetrahedron Lett. 1995\, 37\, 401; © K. Cocq\, C. Lepetit\, V. Maraval\, R. Chauvin\, Chem. Soc. Rev. 2015\, 44\, 6535-6559. \n[3] (a) Z. Li\, M. Smeu\, A. Rives\, V. Maraval\, R. Chauvin\, M. A. Ratner\, E.  Borguet\, Nature Commun. 2015\, 6:6321; (b) K. Cocq\, N. Saffon-Merceron\, Y. Coppel\, C. Poidevin\, V. Maraval\, R.  Chauvin\, Angew. Chem. Int. Ed. 2016\, 55\, 15133. © K. Cocq\, C. Barthes\, A. Rives\, V. Maraval\, R. Chauvin\, Synlett 2019\, 30\, 30. \n[4] D. Listunov\, C. Duhayon\, A. Poater\, S. Mazères\, A. Saquet\, V. Maraval\, R. Chauvin\, Chem. Eur. J. 2018\, 24\, 10699\, and references therein. \n[5] L. Leroyer\, C. Lepetit\, A. Rives\, V. Maraval\, N. Saffon-Merceron\, D. Kandaskalov\, D. Kieffer\, R. Chauvin\, Chem. Eur. J. 2012\, 18\, 3226-3240 \n[6] I. Baglai\, M. de Anda-Villa\, R. M. Barba-Barba\, C. Poidevin\, G. Ramos-Ortíz\, V. Maraval\, C. Lepetit\, N. Saffon-Merceron\, J. L. Maldonado\, R. Chauvin\, Chem. Eur. J. 2015\, 21\, 14186. \n[7] (a) C C. Zhu\, T.-H. Wang\, C.-J. Su\, S.-L. Lee\, A. Rives\, C. Duhayon\, B. Kauffmann\, V. Maraval\, C.-h. Chen\, H.-F. Hsu\, R. Chauvin\, Chem. Commun. 2017\, 53\, 5902. (b) Zhu\, A. Poater\, C. Duhayon\, B. Kauffmann\, A. Saquet\, V. Maraval\, R. Chauvin\, Angew. Chem. Int. Ed.  2018\, 57\, 5640.
URL:https://www.is2m.uha.fr/event/quadrupolar-carbo-benzenes-synthesis-optical-and-supra-molecular-properties/
LOCATION:Amphithéâtre de l’IS2M\, 15 rue jean starcky\, Mulhouse\, Mulhouse\, 68057\, France
ATTACH;FMTTYPE=image/jpeg:https://www.is2m.uha.fr/wp-content/uploads/2019/03/chauvin.jpg
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