Furan-containing double tetraoxa[7]helicene and its radical cation,Chemical Communications

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Furan-containing double tetraoxa[7]helicene and its radical cation
Chemical Communications ( IF 4.3 ) Pub Date : 2020-11-13 , DOI: 10.1039/d0cc06970a
Hao Chang _{1,

2,

3,

4} , Haoliang Liu _{5,

6,

7,

8} , Evgenia Dmitrieva _{9,

10,

11,

12} , Qiang Chen _{12,

13,

14} , Ji Ma _{12,

15,

16,

17,

18} , Piao He _{1,

2,

3,

4} , Pengcai Liu _{8,

19,

20,

21,

22} , Alexey A. Popov _{23,

24,

25,

26} , Xiao-Yu Cao _{5,

6,

7,

8} , Xiao-Ye Wang _{8,

19,

20,

21,

22} , Yingping Zou _{1,

2,

3,

4} , Akimitsu Narita _{23,

24,

25,

26} , Klaus Müllen _{23,

24,

25,

26} , Hongjian Peng _{1,

2,

3,

4} , Yunbin Hu _{1,

2,

3,

4}

Affiliation

College of Chemistry and Chemical Engineering
Central South University
Changsha
P. R. China
Department of Chemistry and Chemical Engineering
Xiamen University
361005 Xiamen
China
Center of Spectroelectrochemistry
Leibniz Institute for Solid State and Materials Research
01069 Dresden
Germany
Max Planck Institute for Polymer Research
55128 Mainz
Centre for Advancing Electronics Dresden (cfaed)
Faculty of Chemistry and Food Chemistry
Technische Universität Dresden
01062 Dresden
State Key Laboratory of Elemento-Organic Chemistry
College of Chemistry
Nankai University
Tianjin
Organic and Carbon Nanomaterials Unit
Okinawa Institute of Science and Technology Graduate University
Okinawa 904-0495
Japan

An unprecedented furan-based double oxa[7]helicene 1 was achieved, featuring a stable twisted conformation with π-overlap at both helical ends. The excellent conformational stability allowed for optical resolution of 1, which provided a pair of enantiomers exhibiting pronounced mirror-imaged circular dichroism and circularly polarized luminescence activity. The radical cation of 1 was obtained by chemical oxidation as evidenced by UV-Vis-NIR absorption, electron paramagnetic resonance spectroscopy and in situ spectroelectrochemistry. The present work is the starting point for the investigation of open-shell oxahelicenes.

中文翻译：

含呋喃的双四氧杂[7]]烯及其自由基阳离子

实现了前所未有的呋喃基双氧杂[7]螺旋烯1，其两个螺旋末端均具有π重叠的稳定扭曲构象。优异的构象稳定性可实现1的光学拆分，从而提供了一对对映异构体，它们表现出明显的镜像圆二色性和圆偏振发光活性。通过UV-Vis-NIR吸收，电子顺磁共振波谱和原位光谱电化学证明化学氧化获得了1的自由基阳离子。目前的工作是研究开壳型乙二烯的起点。

更新日期：2020-11-21

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