CCl4-TMEDA-CuCl—A Novel Convenient Catalytic System for Dimerization of Terminal Acetylenes in Mild Conditions

Author:

Muzalevskiy Vasiliy M.1,Shastin Alexey V.2,Tirkasheva Sarvinoz I.3ORCID,Ziyadullaev Odiljon E.3,Parmanov Askar B.4ORCID,Nenajdenko Valentine G.2ORCID

Affiliation:

1. Department of Chemistry, Lomonosov Moscow State University, 119899 Moscow, Russia

2. Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432 Chernogolovka, Russia

3. Department of Chemistry, Chirchik State Pedagogical University, A. Temur 104, Chirchik 111700, Uzbekistan

4. Deparment of General and Oil-Gas Chemistry, National University of Uzbekistan, University Street 4, Almazar District, Tashkent 100174, Uzbekistan

Abstract

A novel catalytic system for homocoupling terminal acetylenes was elaborated based on CuCl as a catalyst (10 mol%), TMEDA as a base and CCl4 as an oxidant. The influence of the solvent, base, amount of catalyst and CCl4 on the reaction was investigated. Methanol was found to be the solvent of choice. The broad synthetic scope of the reaction was demonstrated. Diynes with various substituents were prepared in up to 92% yields. The possible reaction mechanism is discussed.

Publisher

MDPI AG

Subject

Physical and Theoretical Chemistry,Catalysis,General Environmental Science

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