Creation of novel chiral cryptophanes by a self-assembling method utilizing a pyridyl-Pd(II) interaction

Zhenlin Zhong; Atsushi Ikeda; Seiji Shinkai; Shigeru Sakamoto; Kentaro Yamaguchi

doi:10.1021/ol0157205

Creation of novel chiral cryptophanes by a self-assembling method utilizing a pyridyl-Pd(II) interaction

Zhenlin Zhong, Atsushi Ikeda, Seiji Shinkai, Shigeru Sakamoto, Kentaro Yamaguchi

Institute for Advanced Study

Research output: Contribution to journal › Article › peer-review

80 Citations (Scopus)

Abstract

This Letter demonstrates the molecular design of novel self-assembled chiral cryptophanes. Mediated by square-planar Pd(II) complexes, racemic pyridyl cyclotriveratrylene derivative rac-2 self-assembles into mixtures of racemic chiral cryptophanes and meso cryptophanes (1), which interconvert with each other, and the rates are remarkably enhanced by the addition of a slight excess of rac-2. On the other hand, optically resolved P-2 or M-2 self-assembles into the chiral cryptophane as the only product.

Original language	English
Pages (from-to)	1085-1087
Number of pages	3
Journal	Organic Letters
Volume	3
Issue number	7
DOIs	https://doi.org/10.1021/ol0157205
Publication status	Published - Apr 5 2001

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "This Letter demonstrates the molecular design of novel self-assembled chiral cryptophanes. Mediated by square-planar Pd(II) complexes, racemic pyridyl cyclotriveratrylene derivative rac-2 self-assembles into mixtures of racemic chiral cryptophanes and meso cryptophanes (1), which interconvert with each other, and the rates are remarkably enhanced by the addition of a slight excess of rac-2. On the other hand, optically resolved P-2 or M-2 self-assembles into the chiral cryptophane as the only product.",

author = "Zhenlin Zhong and Atsushi Ikeda and Seiji Shinkai and Shigeru Sakamoto and Kentaro Yamaguchi",

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AU - Zhong, Zhenlin

AU - Ikeda, Atsushi

AU - Shinkai, Seiji

AU - Sakamoto, Shigeru

AU - Yamaguchi, Kentaro

PY - 2001/4/5

Y1 - 2001/4/5

N2 - This Letter demonstrates the molecular design of novel self-assembled chiral cryptophanes. Mediated by square-planar Pd(II) complexes, racemic pyridyl cyclotriveratrylene derivative rac-2 self-assembles into mixtures of racemic chiral cryptophanes and meso cryptophanes (1), which interconvert with each other, and the rates are remarkably enhanced by the addition of a slight excess of rac-2. On the other hand, optically resolved P-2 or M-2 self-assembles into the chiral cryptophane as the only product.

AB - This Letter demonstrates the molecular design of novel self-assembled chiral cryptophanes. Mediated by square-planar Pd(II) complexes, racemic pyridyl cyclotriveratrylene derivative rac-2 self-assembles into mixtures of racemic chiral cryptophanes and meso cryptophanes (1), which interconvert with each other, and the rates are remarkably enhanced by the addition of a slight excess of rac-2. On the other hand, optically resolved P-2 or M-2 self-assembles into the chiral cryptophane as the only product.

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Creation of novel chiral cryptophanes by a self-assembling method utilizing a pyridyl-Pd(II) interaction

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