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Direct Synthesis of Alkynylstannanes: ZnBr2 Catalyst for the Reaction of Tributyltin Methoxide and Terminal Alkynes

Authors

  • Kensuke Kiyokawa,

    1. Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871 (Japan)
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  • Nodoka Tachikake,

    1. Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871 (Japan)
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  • Dr. Makoto Yasuda,

    1. Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871 (Japan)
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  • Prof. Dr. Akio Baba

    Corresponding author
    1. Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871 (Japan)
    • Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871 (Japan)
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  • This work was supported by a Grant-in-Aid for Scientific Research on Innovative Areas (No. 22106527, “Organic Synthesis Based on Reaction Integration. Development of New Methods and Creation of New Substances” and No. 23105525, “Molecular Activation Directed toward Straightforward Synthesis”) and Challenging Exploratory Research (No. 23655083) from the Ministry of Education, Culture, Sports, Science and Technology (Japan). K.K. thanks the Global COE Program of Osaka University.

Abstract

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Ein Hin und Her: Verschiedene Alkinylstannane wurden durch die direkte Reaktion von Bu3SnOMe mit terminalen Alkinen bei Raumtemperatur in Gegenwart von ZnBr2 als Katalysator synthetisiert. ZnBr2 wirkt dabei nicht als Lewis-Säure, sondern geht mit Bu3SnOMe eine Transmetallierung unter Bildung von Zn(OMe)2 ein, die der Schlüssel zu dieser katalytischen Reaktion ist.

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