Chapter 25
Click Chemistry to Metal-Organic
Frameworks as a Synthetic Tool for MOF
and Applications for Functional
Materials
Kazuki Sada and Kenta Kokado
Abstract Metal-organic Frameworks (MOF) are a new class of functional crystalline materials with the large nanopores and open frame structures. The controlled
nanoporous structures attract for various applications such as gas sorption, catalysis,
biomedical applications, and transport materials for electronic and photophysical
devices. For the large demands on preparing the advanced functional materials based
on the MOF, the functionalization of the MOF has been attracted significant attention
for controlling the environments of the nanopores in the past decade. Among them,
the most fruitful approach is post-synthetic modification (PSM) of the MOF.The
PSM is defined as the modification of the organic ligands in the frameworks of the
MOF by chemical reactions, especially organic reactions, after the formation of the
MOF as crystalline materials. In this review, we focus the PSM of the MOF by
copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC) and the related reactions
that have many advantages such as diverse substrates, mild conditions, high yields,
high 1,4-regio-selectivity, and high orthogonality for other organic reactions, and
wide availability of the media. Furthermore, we discuss the control of the functions
of the MOF and the preparation of the functional composites based on the MOF by
the CuAAC of the MOF. Therefore, this review includes the following four topics:
the exploration of CuAAC reaction for PSM in MOF, the development of other click
reactions for PSM, the function-oriented PSM by CuAAC reaction, and networking
and biocongujation of MOF.
Keywords Metal-Organic frameworks (MOF) · Post-synthetic modifications
(PSM) · Click reaction · Copper(I)-catalyzed azide–alkyne cycloaddition
(CuAAC) · Composites
K. Sada (B) · K. Kokado
Department of Chemistry, Graduate School of Science, and Graduate School of Chemical Sciences
and Engineering, Hokkaido University, Kita 10, Nishi 8, Kita-Ku, Sapporo 060-0810, Japan
e-mail: sadatcm@sci.hokudai.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_25
523
Click Chemistry to Metal-Organic
Frameworks as a Synthetic Tool for MOF
and Applications for Functional
Materials
Kazuki Sada and Kenta Kokado
Abstract Metal-organic Frameworks (MOF) are a new class of functional crystalline materials with the large nanopores and open frame structures. The controlled
nanoporous structures attract for various applications such as gas sorption, catalysis,
biomedical applications, and transport materials for electronic and photophysical
devices. For the large demands on preparing the advanced functional materials based
on the MOF, the functionalization of the MOF has been attracted significant attention
for controlling the environments of the nanopores in the past decade. Among them,
the most fruitful approach is post-synthetic modification (PSM) of the MOF.The
PSM is defined as the modification of the organic ligands in the frameworks of the
MOF by chemical reactions, especially organic reactions, after the formation of the
MOF as crystalline materials. In this review, we focus the PSM of the MOF by
copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC) and the related reactions
that have many advantages such as diverse substrates, mild conditions, high yields,
high 1,4-regio-selectivity, and high orthogonality for other organic reactions, and
wide availability of the media. Furthermore, we discuss the control of the functions
of the MOF and the preparation of the functional composites based on the MOF by
the CuAAC of the MOF. Therefore, this review includes the following four topics:
the exploration of CuAAC reaction for PSM in MOF, the development of other click
reactions for PSM, the function-oriented PSM by CuAAC reaction, and networking
and biocongujation of MOF.
Keywords Metal-Organic frameworks (MOF) · Post-synthetic modifications
(PSM) · Click reaction · Copper(I)-catalyzed azide–alkyne cycloaddition
(CuAAC) · Composites
K. Sada (B) · K. Kokado
Department of Chemistry, Graduate School of Science, and Graduate School of Chemical Sciences
and Engineering, Hokkaido University, Kita 10, Nishi 8, Kita-Ku, Sapporo 060-0810, Japan
e-mail: sadatcm@sci.hokudai.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_25
523