Synthesis of Zeolitic Macrocycles Using Site-Selective Condensation of Regioselectively Difunctionalized Cubic Siloxanes

The designed synthesis of inorganic cyclic compounds is a significant topic because of their many potential applications. In this study, we used a building block approach to synthesize siloxane-based macrocycles that resemble zeolite apertures. We synthesized a regioselectively functionalized cubic...

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Published inInorganic chemistry Vol. 57; no. 23; pp. 14686 - 14691
Main Authors Saito, Shohei, Wada, Hiroaki, Shimojima, Atsushi, Kuroda, Kazuyuki
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 03.12.2018
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Abstract The designed synthesis of inorganic cyclic compounds is a significant topic because of their many potential applications. In this study, we used a building block approach to synthesize siloxane-based macrocycles that resemble zeolite apertures. We synthesized a regioselectively functionalized cubic octasiloxane having two adjacent corners modified with Si–O–C bonds via the reaction of octa­(hydridosilsesquioxane) (H8Si8O12) with 2,2′-(o-phenylenedioxy)­diethanol. Hydrolysis and condensation of the Si–O–C bonds yield the cyclic compounds consisting of three, four, and five cage siloxane units. These compounds have more rigid ring structures than conventional cyclic organosiloxanes. Such an approach will lead to the design of a new class of host materials and molecular channels for transport and separation.
AbstractList The designed synthesis of inorganic cyclic compounds is a significant topic because of their many potential applications. In this study, we used a building block approach to synthesize siloxane-based macrocycles that resemble zeolite apertures. We synthesized a regioselectively functionalized cubic octasiloxane having two adjacent corners modified with Si-O-C bonds via the reaction of octa(hydridosilsesquioxane) (H8Si8O12) with 2,2'-( o-phenylenedioxy)diethanol. Hydrolysis and condensation of the Si-O-C bonds yield the cyclic compounds consisting of three, four, and five cage siloxane units. These compounds have more rigid ring structures than conventional cyclic organosiloxanes. Such an approach will lead to the design of a new class of host materials and molecular channels for transport and separation.The designed synthesis of inorganic cyclic compounds is a significant topic because of their many potential applications. In this study, we used a building block approach to synthesize siloxane-based macrocycles that resemble zeolite apertures. We synthesized a regioselectively functionalized cubic octasiloxane having two adjacent corners modified with Si-O-C bonds via the reaction of octa(hydridosilsesquioxane) (H8Si8O12) with 2,2'-( o-phenylenedioxy)diethanol. Hydrolysis and condensation of the Si-O-C bonds yield the cyclic compounds consisting of three, four, and five cage siloxane units. These compounds have more rigid ring structures than conventional cyclic organosiloxanes. Such an approach will lead to the design of a new class of host materials and molecular channels for transport and separation.
The designed synthesis of inorganic cyclic compounds is a significant topic because of their many potential applications. In this study, we used a building block approach to synthesize siloxane-based macrocycles that resemble zeolite apertures. We synthesized a regioselectively functionalized cubic octasiloxane having two adjacent corners modified with Si–O–C bonds via the reaction of octa­(hydridosilsesquioxane) (H8Si8O12) with 2,2′-(o-phenylenedioxy)­diethanol. Hydrolysis and condensation of the Si–O–C bonds yield the cyclic compounds consisting of three, four, and five cage siloxane units. These compounds have more rigid ring structures than conventional cyclic organosiloxanes. Such an approach will lead to the design of a new class of host materials and molecular channels for transport and separation.
The designed synthesis of inorganic cyclic compounds is a significant topic because of their many potential applications. In this study, we used a building block approach to synthesize siloxane-based macrocycles that resemble zeolite apertures. We synthesized a regioselectively functionalized cubic octasiloxane having two adjacent corners modified with Si-O-C bonds via the reaction of octa(hydridosilsesquioxane) (H Si O ) with 2,2'-( o-phenylenedioxy)diethanol. Hydrolysis and condensation of the Si-O-C bonds yield the cyclic compounds consisting of three, four, and five cage siloxane units. These compounds have more rigid ring structures than conventional cyclic organosiloxanes. Such an approach will lead to the design of a new class of host materials and molecular channels for transport and separation.
Author Saito, Shohei
Shimojima, Atsushi
Kuroda, Kazuyuki
Wada, Hiroaki
AuthorAffiliation Kagami Memorial Research Institute for Materials Science and Technology
Waseda University
Department of Applied Chemistry, Faculty of Science and Engineering
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Title Synthesis of Zeolitic Macrocycles Using Site-Selective Condensation of Regioselectively Difunctionalized Cubic Siloxanes
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