Chapter 23
Asymmetric Catalysis
and Chromatographic Enantiomer
Separation by Homochiral
Metal–Organic Framework: Recent
Advances
Koichi Tanaka
Abstract In this review, we report the recent progress in homochiral metal–organic
frameworks (MOFs), a new class of porous materials, consisting of metal–oxo clusters and multifunctional ligands for heterogeneous asymmetric catalysis and enantiomer separation. The asymmetric catalysis section is subdivided based on the types
of reactions that have recently been successfully performed using chiral MOFs as a
heterogeneous catalyst. In the second part, we give some examples from recent studies
highlighting enantiomer separation using chiral MOFs as a novel chiral stationary
phase for high-performance liquid chromatography.
Keyword Chiral metal–organic frameworks · Chiral asymmetric catalysis ·
Chromatographic enantioselective separation · Crystal structure
23.1 Introduction
In the last decade, metal–organic frameworks (MOFs) have attracted much attention
for various applications, such as gas storage, separation, sensing, and catalysis [1].
Chiral MOFs show great potential as asymmetric catalysts [2] and chiral stationary
phases (CSPs) for enantiomer separation by high-performance liquid chromatography (HPLC) [3]. Several structural features of chiral MOFs play crucial roles in
the above-mentioned applications, such as their large internal surface area, high
adsorption capacity, permanent porosity, and thermal stability. In this review, we
describe the recent progress in asymmetric catalysis and chiral HPLC separation
using chiral MOFs. Asymmetric catalysis is an essential area of chiral chemistry,
and it efficiently assists in the synthesis of valuable chiral organic compounds. The
use of homochiral MOFs as asymmetric catalysts is eco-friendly owing to their
many advantages, including mild reaction conditions, high enantioselectivity, easy
K. Tanaka (B)
Department of Chemistry and Materials Engineering, Faculty of Chemistry, Materials and
Bioengineering, Kansai University, Suita, Osaka 564-8680, Japan
e-mail: ktanaka@kansai-u.ac.jp
© Springer Nature Singapore Pte Ltd. 2020
M. Sakamoto and H. Uekusa (eds.), Advances in Organic Crystal Chemistry,
https://doi.org/10.1007/978-981-15-5085-0_23
477
Asymmetric Catalysis
and Chromatographic Enantiomer
Separation by Homochiral
Metal–Organic Framework: Recent
Advances
Koichi Tanaka
Abstract In this review, we report the recent progress in homochiral metal–organic
frameworks (MOFs), a new class of porous materials, consisting of metal–oxo clusters and multifunctional ligands for heterogeneous asymmetric catalysis and enantiomer separation. The asymmetric catalysis section is subdivided based on the types
of reactions that have recently been successfully performed using chiral MOFs as a
heterogeneous catalyst. In the second part, we give some examples from recent studies
highlighting enantiomer separation using chiral MOFs as a novel chiral stationary
phase for high-performance liquid chromatography.
Keyword Chiral metal–organic frameworks · Chiral asymmetric catalysis ·
Chromatographic enantioselective separation · Crystal structure
23.1 Introduction
In the last decade, metal–organic frameworks (MOFs) have attracted much attention
for various applications, such as gas storage, separation, sensing, and catalysis [1].
Chiral MOFs show great potential as asymmetric catalysts [2] and chiral stationary
phases (CSPs) for enantiomer separation by high-performance liquid chromatography (HPLC) [3]. Several structural features of chiral MOFs play crucial roles in
the above-mentioned applications, such as their large internal surface area, high
adsorption capacity, permanent porosity, and thermal stability. In this review, we
describe the recent progress in asymmetric catalysis and chiral HPLC separation
using chiral MOFs. Asymmetric catalysis is an essential area of chiral chemistry,
and it efficiently assists in the synthesis of valuable chiral organic compounds. The
use of homochiral MOFs as asymmetric catalysts is eco-friendly owing to their
many advantages, including mild reaction conditions, high enantioselectivity, easy
K. Tanaka (B)
Department of Chemistry and Materials Engineering, Faculty of Chemistry, Materials and
Bioengineering, Kansai University, Suita, Osaka 564-8680, Japan
e-mail: ktanaka@kansai-u.ac.jp
© Springer Nature Singapore Pte Ltd. 2020
M. Sakamoto and H. Uekusa (eds.), Advances in Organic Crystal Chemistry,
https://doi.org/10.1007/978-981-15-5085-0_23
477