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蒽的边缘修饰可切换控制并苯反应活性的全局抗磁电流。

Edge Decoration of Anthracene Switches Global Diatropic Current That Controls the Acene Reactivity.

作者信息

Dutta Arnab, Stawski Wojciech, Kijewska Monika, Pawlicki Miłosz

机构信息

Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Kraków, Poland.

Department of Chemistry, University of Wrocław, F. Joliot-Curie 14, 50383 Wrocław, Poland.

出版信息

Org Lett. 2021 Dec 17;23(24):9436-9440. doi: 10.1021/acs.orglett.1c03605. Epub 2021 Dec 6.

DOI:10.1021/acs.orglett.1c03605
PMID:34870434
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8689655/
Abstract

The 14π-electron system of anthracene has been merged with the unsaturated -1,2-difurylethene to form a macrocycle(s) with the retained local conjugation of all incorporated subunits that were substantially modulated with a redox activation, opening a global delocalization involving all integrated aromatics. In addition, the edge modulation of acene via the attachment of a specific isomer of the conjugated system gives steric confinements that are characteristic of small macrocycles, forcing substantially short C(H)···O electrostatic interactions that are documented spectroscopically with the support of X-ray analysis.

摘要

蒽的14π电子体系已与不饱和-1,2-二呋喃乙烯合并,形成一个大环,其中所有并入的亚基保留了局部共轭,这些共轭通过氧化还原活化得到了显著调节,开启了涉及所有整合芳烃的全局离域。此外,通过连接共轭体系的特定异构体对并苯进行边缘调节,产生了小大环特有的空间限制,迫使形成了短得多的C(H)···O静电相互作用,这在X射线分析的支持下通过光谱记录了下来。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/483f/8689655/68eda6b48851/ol1c03605_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/483f/8689655/36e725d58e5d/ol1c03605_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/483f/8689655/0650c1facbfd/ol1c03605_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/483f/8689655/5483977836fb/ol1c03605_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/483f/8689655/3d129d0faefb/ol1c03605_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/483f/8689655/3735c115bfc8/ol1c03605_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/483f/8689655/132b3a6eb86b/ol1c03605_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/483f/8689655/68eda6b48851/ol1c03605_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/483f/8689655/36e725d58e5d/ol1c03605_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/483f/8689655/0650c1facbfd/ol1c03605_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/483f/8689655/5483977836fb/ol1c03605_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/483f/8689655/3d129d0faefb/ol1c03605_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/483f/8689655/3735c115bfc8/ol1c03605_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/483f/8689655/132b3a6eb86b/ol1c03605_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/483f/8689655/68eda6b48851/ol1c03605_0005.jpg

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