Belt-Shaped Cyclonaphthylenes

Angewandte Chemie
Zhe SunHiroyuki Isobe

Abstract

The recent development of cyclo-para-phenylenes has demonstrated the feasibility of radial π systems in nanohoop structures, especially in the crystalline state. However, in contrast to macrocyclic molecules with benzene units, which have a several-decades-long history, macrocycles composed solely of naphthylene units (the smallest acene) have been much less explored. Although two examples of cyclonaphthylenes have been reported to date, neither possesses a radial π system. We herein report the first example of belt-shaped cyclonaphthylenes with curved π systems. The molecule, [8]cyclo-amphi-naphthylene, is linked at the 2,6-positions of the naphthylene units, thus affording belt-shaped molecules. Although the molecular structures are flexible, which allows for rotation of the naphthylene units in solution, they can be rigidified with the aid of methylene bridges to afford persistent molecular structures in solution.

References

Dec 6, 2008·Journal of the American Chemical Society·Ramesh JastiCarolyn R Bertozzi
Jul 10, 2009·Angewandte Chemie·Hiroko TakabaKenichiro Itami
Dec 17, 2009·Angewandte Chemie·Shigeru YamagoTakahiro Iwamoto
Apr 21, 2010·Organic Letters·Yasutomo SegawaKenichiro Itami
Feb 5, 2011·Pneumologie·K Rasche, R Merget
Mar 4, 2011·Angewandte Chemie·Yasutomo SegawaKenichiro Itami
May 6, 2011·Journal of the American Chemical Society·Takahiro IwamotoShigeru Yamago
May 24, 2011·Angewandte Chemie·Waka NakanishiHiroyuki Isobe
Aug 13, 2011·Acta Crystallographica. Section E, Structure Reports Online·Waka NakanishiHiroyuki Isobe
Sep 15, 2011·Journal of the American Chemical Society·Thomas J SistoRamesh Jasti
Oct 1, 2011·Angewandte Chemie·Masahiko IyodaM Jalilur Rahman
Jan 31, 2012·Angewandte Chemie·Jianlong Xia, Ramesh Jasti
Feb 3, 2012·Journal of the American Chemical Society·Akiko YagiKenichiro Itami
Jul 18, 2012·Journal of the American Chemical Society·Shunpei HitosugiHiroyuki Isobe
Jun 26, 2013·Organic Letters·Shunpei HitosugiHiroyuki Isobe
Dec 7, 2013·Chemical Communications : Chem Comm·Friederike SibbelKenichiro Itami
Jun 10, 2014·Proceedings of the National Academy of Sciences of the United States of America·Sota SatoHiroyuki Isobe
Jun 12, 2014·Organic Letters·Shunpei HitosugiHiroyuki Isobe
Sep 30, 2014·The Journal of Organic Chemistry·Jing Yang XueHiroyuki Isobe
Mar 5, 2015·Chemical Society Reviews·Simon E Lewis
Apr 29, 2015·Chemical Society Reviews·Evan R Darzi, Ramesh Jasti

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Citations

Mar 10, 2016·Organic Letters·Yasutomo SegawaKenichiro Itami
May 3, 2016·Journal of the American Chemical Society·Matthew R GolderRamesh Jasti
Jul 1, 2016·Proceedings of the National Academy of Sciences of the United States of America·Zhe SunHiroyuki Isobe
Nov 2, 2016·ACS Central Science·Parantap SarkarHiroyuki Isobe
May 24, 2016·Angewandte Chemie·Pengpeng LiuHarry L Anderson
Feb 25, 2017·Chemistry, an Asian Journal·Tomoo IzumiHiroyuki Isobe
Nov 30, 2016·Chemistry, an Asian Journal·Zhe SunHiroyuki Isobe
Jun 3, 2017·Chemistry, an Asian Journal·Yi TianHiroyuki Isobe
Feb 27, 2016·Chemistry, an Asian Journal·Yuta YamamotoShinji Toyota
Apr 5, 2019·Chemistry : a European Journal·Fabien LucasCyril Poriel
May 28, 2020·Chemical Society Reviews·Xiaoping WangWei Jiang
Dec 15, 2018·Angewandte Chemie·Zhe SunHiroyuki Isobe
Apr 3, 2019·Angewandte Chemie·Kanako KogashiHiroyuki Isobe
Sep 10, 2020·Angewandte Chemie·Mathias HermannBirgit Esser
Feb 23, 2021·Angewandte Chemie·Zheng ZhouMarina A Petrukhina
Mar 30, 2021·Chemistry : a European Journal·Saber MirzaeiRaúl Hernández Sánchez
Jun 15, 2021·Chemical Science·Saber MirzaeiRaúl Hernández Sánchez
Mar 29, 2019·The Journal of Organic Chemistry·Hongyan ZhaoXiaoyu Yan
Jul 23, 2021·Angewandte Chemie·Li ZhangYun-Bao Jiang
Nov 3, 2021·Chemical Communications : Chem Comm·Qiang ShiLeyong Wang
Nov 27, 2021·ChemPlusChem·Yong Yang, Michal Juríček

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