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SUMMARY:Synthetic Chiral Carbon Nanoforms
DTSTART:20181011T171500
DTEND:20181011T181500
DTSTAMP:20260415T011203Z
UID:f619587d964e75174a8125a4dee8245de9b91babde72720c46134ddb
CATEGORIES:Conferences - Seminars
DESCRIPTION:Prof. Nazario Martin León\nUniversidad Complutense de Madrid\
 nChirality is an important and fascinating concept which\, however\, has n
 ot been properly addressed in nanocarbons science.1 Previous results from 
 our group support the basic idea that the chemistry of fullerenes\, as pro
 bably the most studied carbon nanostructure from a synthetic point of view
 \, is not fully developed. A variety of fundamental reactions – mainly i
 nvolving transition metals and organocatalysts – have allowed us address
 ing issues such as regio- and stereo-selectivity in the fullerenes functio
 nalization.2\nChirality in graphene and\, more specifically\, in graphene 
 quantum dots (GQDs)\, has also been almost neglected despite the interest 
 for further applications. In particular\, when considering the potential a
 pplications of GQDs\, chirality is an important aspect that can severely i
 nfluence their performance and that has not been addressed so far. We have
  recently proven the principle that chiral graphene quantum dots (CGQDs) c
 an be obtained by reaction of oxidized GQDs with enantiomerically pure (R)
  or (S)-2-phenyl-1-propanol and that their chirality transferred to the su
 pramolecular assemblies formed with small molecules such as pyrene.3 Final
 ly\, as a proof of concept\, we have recently published the synthesis and 
 characterization of the first inherently chiral bilayer nanographene with 
 a helicene linker\, both as the racemate and the M isomer with 93% ee.4 By
  extending precedented [6]helicene starting material\, we obtained an unpr
 ecedented folded\, chiral nanographene comprised of two hexa-peri-hexabenz
 ocoronene layers fused to a [10]helicene (Figure). The rigidity of the hel
 icene linker forces the layers to adopt a nearly-aligned AA-stacked confor
 mation rarely observed in few-layer graphene. In this communication\, the 
 aforementioned results as well as the most recent findings based on curved
  corannulene will be discussed.\n  1. E. E. Maroto\, M. Izquierdo\, S. Re
 boredo\, J. Marco-Martínez\, S. Filippone\, N. Martín "Chiral Fullerenes
  from Asymmetric Catalysis" Acc. Chem. Res. 2014\, 47\, 2660−2670.\n2. (
 a) Filippone\, S.\, Maroto\, E.E.\, Martín-Domenech\, A.\, Suarez\, M. an
 d Martín\, N.\, Nature Chem.\, 2009\, 1\, 578\; (b) Maroto\, E. E.\; de C
 ozar\, A.\; Filippone\, S.\; Martin-Domenech\, A.\; Suarez\, M.\; Cossio\,
  F. P.\; Martín\, N. Angew. Chem. Int. Ed.\, 2011\, 50\, 6060\; (c) Sawai
 \, K.\; Takano\, Y.\; Izquierdo\, M.\; Filippone\, S.\; Martín\, N.\; Sla
 nina\, Z.\; Mizorogi\, N.\; Waelchli\, M.\; Tsuchiya\, T.\; Akasaka\, T.\;
  Nagase\, S. J. Am. Chem. Soc.\, 2011\, 133\, 17746\; (d) Maroto\, E.E.\, 
 Filippone\, S.\, Martín-Domenech\, A.\, Suarez\, M. and Martín\, N.\, J.
  Am. Chem. Soc. 2012\, 134\, 12936\; (e) E. E. Maroto\, S. Filippone\, M. 
 Suárez\, R. Martínez-Álvarez\, A. de Cózar\, F. P. Cossío\, N. Martí
 n\, J. Am. Chem. Soc.\, 2014\, 136\, 705.\n3. M. Vázquez-Nakagawa\, L. Ro
 dríguez-Pérez\, M. A. Herranz\, N. Martín\, Chem. Commun.\, 2016\, 52\,
  665-668. See also: N. Suzuki\, Y. Wang\, P. Elvati\, Z.-B. Qu\, K. Kim\, 
 S. Jiang\, E. Baumeister\, J. Lee\, B. Yeom\, J. H. Bahng\, J. Lee\, A. Vi
 oli\, N. A. Kotov\, ACS Nano 2016\, 10\, 1744-1755.\n4.P. J. Evans\, J. Ou
 yang\, L. Favereau\, J. Crassous\, I. Fernández\, J. Perles Hernáez\, N.
  Martín\, Angew. Chem. Int.  Ed. 2018\, 57\, 6774 –6779.
LOCATION:BCH 2201 https://plan.epfl.ch/?room==BCH%202201
STATUS:CONFIRMED
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