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Journal ArticleDOI

Influence of bases and ligands on the outcome of the Cu(I)-catalyzed oxidative homocoupling of terminal alkynes to 1,4-disubstituted 1,3-diynes using oxygen as an oxidant.

TLDR
The efficient Cu(I)-catalyzed oxidative homocoupling of terminal alkynes in the presence of a base using an amine as a ligand and oxygen as an oxidant yields the symmetrical 1,3-diynes with yields of up to 99%.
Abstract
The efficient Cu(I)-catalyzed oxidative homocoupling of terminal alkynes in the presence of a base using an amine as a ligand and oxygen as an oxidant yields the symmetrical 1,3-diynes with yields of up to 99%. The outcome of the couplings critically depends on the proper choice of base and ligand as well as reaction conditions. Best results were observed with 2.0 mol % CuCl, 1.5 mol % TMEDA or DBEDA, and DBU or DABCO in acetonitrile.

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Citations
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Journal ArticleDOI

Bond Formations between Two Nucleophiles: Transition Metal Catalyzed Oxidative Cross-Coupling Reactions

TL;DR: Oxidative X-X Bond Formations between Two Nucleophiles 1819 5.1.
Journal ArticleDOI

Aerobic Copper-Catalyzed Organic Reactions

TL;DR: The chemistry of copper is extremely rich because it can easily access Cu0, CuI, CuII, and CuIII oxidation states allowing it to act through one-electron or two-Electron processes, which feature confer a remarkably broad range of activities allowing copper to catalyze the oxidation and oxidative union of many substrates.
Journal ArticleDOI

Recent advances in transition-metal catalyzed reactions using molecular oxygen as the oxidant

TL;DR: This critical review introduces the recent advances over the past 5 years in transition-metal catalyzed reactions using molecular oxygen as the oxidant and highlights the scope and limitations of these oxidation reactions.
Journal ArticleDOI

Copper- and copper–N-heterocyclic carbene-catalyzed C─H activating carboxylation of terminal alkynes with CO2 at ambient conditions

TL;DR: A copper-catalyzed and copper–N-heterocyclic carbene-cocatalyzed transformation of CO2 to carboxylic acids via C─H bond activation of terminal alkynes with or without base additives is reported, which is a simple and economically viable protocol with great potential in practical applications.
Journal ArticleDOI

Selective Catalytic Oxidation of CH Bonds with Molecular Oxygen

TL;DR: Theoretical work on catalyst precursors, resting states, and elementary steps, as well as model reactions complemented by spectroscopic studies provide detailed insight into the molecular mechanisms of oxidation catalyses and pave the way for preparative applications.
References
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MonographDOI

Supramolecular Chemistry: Concepts and Perspectives

TL;DR: From molecular to supramolescular chemistry: concepts and language of supramolecular chemistry, molecular recognition, information, complementarity molecular receptors - design principles and more.
Journal ArticleDOI

Acetylenic Coupling: A Powerful Tool in Molecular Construction.

TL;DR: The variety of acetylenic coupling protocols, the current mechanistic understanding, and their application in natural product and targeted synthesis are discussed comprehensively for the first time in this review, with an emphasis on the most recently developed methods.
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