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由噻吩环取向产生具有C对称性的手性大环化合物。

Chiral Macrocycles Having C Symmetry Resulting from Orientation of Thiophene Rings.

作者信息

Miura Tomoya, Nakamuro Takayuki, Ishihara Yumi, Nagata Yuuya, Murakami Masahiro

机构信息

Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Katsura, Kyoto, 615-8510, Japan.

Present address: Department of Chemistry, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan.

出版信息

Angew Chem Int Ed Engl. 2020 Nov 9;59(46):20475-20479. doi: 10.1002/anie.202009781. Epub 2020 Sep 15.

Abstract

An chiral Rh -catalyzed cyclooligomerization reaction of thiophenes having triazolyl and vinyl substituents at the 2- and 4-positions was studied. Structurally interesting cyclic trimers, having chirality that is ascribed only to the orientation of the 2,4-disubstituted thiophene rings, are obtained. The 2,4-disubstitution of the starting thiophene monomer allows production of each of the enantiomers. The observed electronic circular-dichroism spectra are in accord with those simulated by density-functional theory calculations.

摘要

研究了一种手性铑催化的2位和4位带有三唑基和乙烯基取代基的噻吩的环低聚反应。得到了结构有趣的环状三聚体,其手性仅归因于2,4-二取代噻吩环的取向。起始噻吩单体的2,4-二取代使得能够生成每种对映体。观察到的电子圆二色光谱与密度泛函理论计算模拟的光谱一致。

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