Enantiopure distorted ribbon-shaped nanographene combining two-photon absorption-based upconversion and circularly polarized luminescence

Chemical Science
Carlos M CruzAraceli G Campaña

Abstract

Herein we describe a distorted ribbon-shaped nanographene exhibiting unprecedented combination of optical properties in graphene-related materials, namely upconversion based on two-photon absorption (TPA-UC) together with circularly polarized luminescence (CPL). The compound is a graphene molecule of ca. 2 nm length and 1 nm width with edge defects that promote the distortion of the otherwise planar lattice. The edge defects are an aromatic saddle-shaped ketone unit and a [5]carbohelicene moiety. This system is shown to combine two-photon absorption and circularly polarized luminescence and a remarkably long emission lifetime of 21.5 ns. The [5]helicene is responsible for the chiroptical activity while the push-pull geometry and the extended network of sp2 carbons are factors favoring the nonlinear absorption. Electronic structure theoretical calculations support the interpretation of the results.

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Citations

Oct 16, 2019·Angewandte Chemie·Tobias KirschbaumMichael Mastalerz
Nov 2, 2019·Angewandte Chemie·Shohei NishitaniTakeharu Haino
Jul 26, 2019·Angewandte Chemie·Marek GrzybowskiDaniel T Gryko
Apr 11, 2019·Angewandte Chemie·Carlos M CruzAraceli G Campaña
Sep 14, 2019·Angewandte Chemie·Paula Mayorga BurrezoJaume Veciana
Mar 12, 2020·Angewandte Chemie·Silvia Castro-FernándezAraceli G Campaña
May 20, 2020·Angewandte Chemie·Vicente G JiménezAraceli G Campaña
Feb 19, 2019·Chemical Science·Margarita MiltonColin Nuckolls
May 7, 2020·Frontiers in Chemistry·Pablo ReineDelia Miguel
Aug 23, 2019·Chemical Communications : Chem Comm·Pablo ReineJuan M Cuerva
Apr 5, 2020·Nature Communications·Lewis E MacKenzieRobert Pal
Oct 12, 2019·Chemical Communications : Chem Comm·Wen-Long ZhaoChuan-Feng Chen
Jan 2, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Amber D Senese, Wesley A Chalifoux
May 26, 2018·Chemical Communications : Chem Comm·Irene R MárquezAraceli G Campaña
Mar 12, 2021·Angewandte Chemie·Juan-Ramón JiménezClaude Piguet
Apr 8, 2021·Journal of the American Chemical Society·Xuelin YaoAkimitsu Narita
Mar 21, 2020·Journal of the American Chemical Society·Bo LiuZhaohui Wang
Apr 4, 2020·Journal of the American Chemical Society·Nathaniel J SchusterColin Nuckolls
May 1, 2021·Angewandte Chemie·Mai OdajimaHiroshi Shinokubo
Feb 7, 2021·Angewandte Chemie· ChaolumenKenichiro Itami
May 31, 2019·The Journal of Physical Chemistry Letters·Wenjie ChenPengfei Duan
Jun 16, 2018·Journal of the American Chemical Society·Anjan BediOri Gidron
Oct 23, 2019·Journal of the American Chemical Society·Arthur H G DavidVictor Blanco
Jul 31, 2021·Angewandte Chemie·Miguel A MedelAraceli G Campaña
Jul 18, 2020·Journal of the American Chemical Society·Naoki OgawaKiyosei Takasu
Jul 30, 2019·Journal of the American Chemical Society·Juan-Ramón JiménezClaude Piguet
May 15, 2018·Journal of the American Chemical Society·Nathaniel J SchusterColin Nuckolls

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Methods Mentioned

BETA
biosensors
circular dichroism
scanning tunneling microscopy
X-ray

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