Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 49, Pages 17188-17196Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b09992
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Funding
- European Research Council [ERC-320441-Chirallcarbon]
- MINECO of Spain [CTQ2017-83531-R]
- Comunidad de Madrid [S2013/MIT-2841]
- Spanish MINECO-FEDER [CTQ2015-69391-P]
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A geometrically selective bottom-up synthesis of curved nanographenes is described. The synthetic methodology used involves the extension of the pi-system of positively curved corannulene by a [4+2] cycloaddition reaction followed by cyclodehydrogenation (Scholl oxidation). By selecting the conditions for the Scholl oxidation, the formation of a seven-membered ring that also confers negative curvature to the resulting nanographene can be activated, offering two topologically distinct, curved nanographenes from a common precursor. Additionally, the structure-property relationship in these new nanographenes is explored via theoretical, electrochemical, photophysical, Raman, and X-ray crystallographic studies.
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