Efficient Protosilylation of Unsaturated Compounds with Silylboronates over a Heterogeneous Cu3N Nanocube Catalyst

Hang Xu; Sho Yamaguchi; Takato Mitsudome; Tomoo Mizugaki

doi:10.1055/a-2191-5906

Synlett, Inhaltsverzeichnis

Synlett 2024; 35(11): 1296-1300
DOI: 10.1055/a-2191-5906

cluster

Japan/Netherlands Gratama Workshop

Efficient Protosilylation of Unsaturated Compounds with Silylboronates over a Heterogeneous Cu₃N Nanocube Catalyst

Hang Xu

^aDepartment of Materials Engineering Science, Graduate School of Engineering Science, Osaka University, 1–3 Machikaneyama, Toyonaka, Osaka 560–8531, Japan

,

Sho Yamaguchi

^aDepartment of Materials Engineering Science, Graduate School of Engineering Science, Osaka University, 1–3 Machikaneyama, Toyonaka, Osaka 560–8531, Japan

^bInnovative Catalysis Science Division, Institute for Open and Transdisciplinary Research Initiatives (ICS-OTRI), Osaka University, Suita, Osaka 565–0871, Japan

,

Takato Mitsudome

^aDepartment of Materials Engineering Science, Graduate School of Engineering Science, Osaka University, 1–3 Machikaneyama, Toyonaka, Osaka 560–8531, Japan

^bInnovative Catalysis Science Division, Institute for Open and Transdisciplinary Research Initiatives (ICS-OTRI), Osaka University, Suita, Osaka 565–0871, Japan

^cPRESTO, Japan Science and Technology Agency (JST), 4–1–8 Honcho, Kawaguchi, Saitama 333–0012, Japan

,

Tomoo Mizugaki ∗

^aDepartment of Materials Engineering Science, Graduate School of Engineering Science, Osaka University, 1–3 Machikaneyama, Toyonaka, Osaka 560–8531, Japan

^bInnovative Catalysis Science Division, Institute for Open and Transdisciplinary Research Initiatives (ICS-OTRI), Osaka University, Suita, Osaka 565–0871, Japan

^dResearch Center for Solar Energy Chemistry, Graduate School of Engineering Science, Osaka University, 1–3 Machikaneyama, Toyonaka, Osaka 560–8531, Japan

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Abstract

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Abstract

Copper-catalyzed protosilylation of unsaturated compounds with silylboronates has attracted attention for the production of organosilanes; however, the use of organic ligands or bases is unavoidable. Herein, we report a heterogeneous catalytic system for the protosilylation of unsaturated compounds with silylboronates under mild and additive-free conditions over copper nitride nanocubes (Cu₃N NCs). This method can be applied to various substrates (e.g., alkynes, alkenes, or imines) to afford the corresponding organosilicon compounds. The Cu₃N NC catalyst can be easily recovered and reused several times. Thus, the active and reusable Cu₃N NC catalyst offers a green and sustainable method for efficient organosilane production.

Key words

protosilylation - alkenes - alkynes - silanes - copper catalysis - heterogeneous catalysis - copper nitride

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Referenzen

References and Notes
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