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带有刚性萘结构作为内部连接带的碳卟啉二聚体。

Carbaporphyrin Dimers That Bear a Rigid Naphthalene Motif as an Internal Strap.

作者信息

Hong Jung-Ho, Aslam Adil S, Cho Beomhee, Ko Min-Sung, Kim Younghoon, Heo Jungseok, Cho Dong-Gyu

机构信息

Department of Chemistry and Chemical Engineering, Inha University, Inharo 100, Incheon 22212, Republic of Korea.

Department of Chemistry, Chungnam National University, Daehakro 99, Daejeon 34134, Republic of Korea.

出版信息

Org Lett. 2021 Mar 5;23(5):1846-1850. doi: 10.1021/acs.orglett.1c00252. Epub 2021 Feb 12.

Abstract

The first fully connected aromatic carbaporphyrin dimer () and its bis-Pd complex () that bear a rigid naphthalene motif as an internal strap were synthesized. These dimers consisted of two aromatic carbaporphyrins that shared a naphthalene motif. The π-electron conjugation of the obtained macrocycles was proposed to have two separated local 22 π-electron pathways and a 34 π-electron pathway. Their weak aromaticity was fully supported by H NMR spectroscopy, NICS values, ACID calculations, and ICSS plots.

摘要

合成了首个带有刚性萘基序作为内部链的全连接芳族碳卟啉二聚体()及其双钯配合物()。这些二聚体由两个共享萘基序的芳族碳卟啉组成。所获得的大环的π电子共轭被认为具有两条分开的局部22π电子路径和一条34π电子路径。它们的弱芳香性得到了核磁共振氢谱、核独立化学位移值、原子化电荷密度计算和感应电流密度屏蔽图的充分支持。

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