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对称多官能化对环芳烯的简洁合成与简易纳米管组装

Concise Synthesis and Facile Nanotube Assembly of a Symmetrically Multifunctionalized Cycloparaphenylene.

作者信息

Miyauchi Yuta, Johmoto Kohei, Yasuda Nobuhiro, Uekusa Hidehiro, Fujii Shintaro, Kiguchi Manabu, Ito Hideto, Itami Kenichiro, Tanaka Ken

机构信息

Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8550 (Japan) http://www.apc.titech.ac.jp/∼ktanaka/

Department of Chemistry and Materials Science, Graduate School of Science and Engineering, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8551 (Japan).

出版信息

Chemistry. 2015 Dec 21;21(52):18900-4. doi: 10.1002/chem.201504185. Epub 2015 Nov 16.

DOI:10.1002/chem.201504185
PMID:26568418
Abstract

The concise synthesis of C3-symmetrical [12]CPP-hexacarboxylate has been achieved through macrocyclization by the rhodium-catalyzed intermolecular cross-cyclotrimerization and subsequent reductive aromatization. C3-Symmetrical functionalization of CPP with highly polar alkoxycarbonyl groups enabled the structurally uniform nanotube assembly in the crystalline state through multiple hydrogen-bonding interactions giving a dimer followed by one-dimensional stacking.

摘要

通过铑催化的分子间交叉环三聚反应进行大环化以及随后的还原芳构化,实现了C3对称的[12]环戊二烯并菲六羧酸酯的简洁合成。CPP与高极性烷氧羰基的C3对称官能化使得在结晶状态下通过多重氢键相互作用形成结构均匀的纳米管组装体,形成二聚体,随后进行一维堆积。

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