Synlett 2019; 30(09): 997-1002
DOI: 10.1055/s-0037-1611729
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© Georg Thieme Verlag Stuttgart · New York

Combining Defects in a Single Nanographene: A Fully Helical Saddle Ribbon

Carlos M. Cruz
a  Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Granada, Avda. Fuentenueva s/n, 18071 Granada, Spain   Email: araceligc@ugr.es
,
Silvia Castro-Fernández
a  Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Granada, Avda. Fuentenueva s/n, 18071 Granada, Spain   Email: araceligc@ugr.es
,
Ermelinda Maçôas
b  Centro de Química Estructural and Institute of Nanoscience and Nanotechnology (IN), Instituto Superior Técnico, University of Lisbon, Av. Rovisco Pais, 1, 1049-001 Lisboa, Portugal
,
Alba Millán
a  Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Granada, Avda. Fuentenueva s/n, 18071 Granada, Spain   Email: araceligc@ugr.es
,
a  Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Granada, Avda. Fuentenueva s/n, 18071 Granada, Spain   Email: araceligc@ugr.es
› Author Affiliations
This work was supported by the European Research Council (ERC) under the European Union´s Horizon 2020 research and innovation program (ERC-2015-STG-677023) and the Ministerio de Economía y Competitividad (Spain) (CTQ2015-70283-P, BES-2016-076371, IJCI-2016-27793 and RyC-2013-12943). E.M. thanks the Fundação para a Ciência e a Tecnologia for financial support (UID/NAN/50024/2013 and IF/00759/2013)
Further Information

Publication History

Received: 17 December 2018

Accepted after revision: 22 January 2019

Publication Date:
26 February 2019 (online)

Abstract

The controlled preparation of well-defined distorted nanographenes by a bottom-up approach based on organic synthesis permits the direct establishment of unprecedented structure–property relationships in carbon nanostructures. The simultaneous incorporation of various defects in nanographenes affords highly curved structures with novel or enhanced photophysical properties. In this sense, we recently reported a fully helical and saddle-shaped nanographene ribbon containing the first undecabenzo[7]helicene unit. Both its linear and nonlinear optical properties are enhanced in comparison with those of other partially π-extended [7]helicenes. Moreover, the new superhelicene exhibits the highest emission dissymmetry factor (g lum) reported to date for a homochiral nanographene. The combination of both nonlinear and chiroptical properties in nanographenes opens up new possible future applications for those distorted nanostructures.

1 Introduction

2 Synthesis of Embedded Seven-Membered Rings

3 Combination of Defects: Seven-Membered Rings and π-Extended Helicenes

4 Conclusions and Outlook

 
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