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诊断数字8骨架中的环电流：双环交叉处的三维空间共轭

Diagnosing Ring Current(s) in Figure-Eight Skeletons: A 3D Through-Space Conjugation in the Two-Loops Crossing.

作者信息

Wypych Katarzyna, Dimitrova Maria, Sundholm Dage, 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, 503833 Wrocław, Poland.

出版信息

Org Lett. 2022 Jul 15;24(27):4876-4880. doi: 10.1021/acs.orglett.2c01625. Epub 2022 Jul 7.

DOI:10.1021/acs.orglett.2c01625
PMID:35796415
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9348834/
Abstract

The macrocyclic structures with local conjugation readily undergo a redox-triggered change in the diatropic character, leading to a global current-density pathway of the doubly charged systems. The figure-eight geometry of the neutral dimer does not significantly change upon oxidation according to the spectroscopic and computational data. The oxidation leads to 3D cross-conjugation at the intersection of the two ethylene bridges resulting in a global ring current.

摘要

具有局部共轭的大环结构很容易在氧化还原作用下发生反磁特性的变化，从而导致双电荷体系出现整体电流密度路径。根据光谱和计算数据，中性二聚体的数字8形状在氧化后没有显著变化。氧化作用会在两个乙烯桥的交叉处导致三维交叉共轭，从而产生整体环流。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4512/9348834/f58d8fd98241/ol2c01625_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4512/9348834/997cb2b25b4b/ol2c01625_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4512/9348834/dddeec44f9ee/ol2c01625_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4512/9348834/a4b986f7b1a1/ol2c01625_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4512/9348834/0fd4ae2c8423/ol2c01625_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4512/9348834/f58d8fd98241/ol2c01625_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4512/9348834/997cb2b25b4b/ol2c01625_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4512/9348834/dddeec44f9ee/ol2c01625_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4512/9348834/a4b986f7b1a1/ol2c01625_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4512/9348834/0fd4ae2c8423/ol2c01625_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4512/9348834/f58d8fd98241/ol2c01625_0004.jpg

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本文引用的文献

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Infinitene: A Helically Twisted Figure-Eight [12]Circulene Topoisomer.无穷环：一种螺旋扭曲的十二[12]轮烯拓扑异构。
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Determinant Factors of Three-Dimensional Aromaticity in Antiaromatic Cyclophanes.反芳香性环蕃中三维芳香性的决定因素
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