One-Pot Enantioselective Extraction of Chiral Fullerene C76 Using a Cyclic Host Carrying an Asymmetrically Distorted, Highly π-Basic Porphyrin Module

被引：64

作者：

Shoji, Yoshiaki ^{[1
]}

Tashiro, Kentaro ^{[1
]}

Aida, Takuzo ^{[1
]}

机构：

[1] Univ Tokyo, Dept Chem & Biotechnol, Sch Engn, Bunkyo Ku, Tokyo 1138656, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 17期

关键词：

RESOLUTION; CATALYSIS; CHEMISTRY; DIMERS;

D O I：

10.1021/ja910701q

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Optical resolution of nonsubstituted chiral fullerenes such as C-76 is one of the most challenging subjects in host-guest chemistry. The novel cyclic host 1(2H), which bears a meso-diaryl-B-octaethylporphyrin (P-2H) unit on one side and its chiral N-2-acetoxyethyl derivative (PN-EtOAc) on the other, traps C-76 enantioselectively in its cavity and furnishes 7% enantiomeric excess in a single extraction. Control experiments using reference hosts indicated the importance of the high pi-basicity and large asymmetric distortion of the chiral N-substituted porphyrin unit (PN-EtOAc) in 1(2H) for the enantioselection of C-76.

引用

页码：5928 / +

页数：3

共 23 条

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