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Literature DB >> 18582057

Carbon-nitrogen bond formation involving well-defined aryl-copper(III) complexes.

Abstract

Carbon-heteroatom bond formation from copper(III) is commonly invoked as a key step in catalytic reactions, including the century-old Ullmann reactions. Well-defined examples of such reactions have never been observed. Here, we demonstrate that a well-defined Cu(III)-aryl species reacts with a variety nitrogen nucleophiles to undergo facile carbon-nitrogen bond formation.

Entities: Chemical

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Year: 2008 PMID： 18582057 DOI： 10.1021/ja802123p

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

37 in total

1. Copper(I) enolate complexes in α-arylation reactions: synthesis, reactivity, and mechanism.

Authors: Zheng Huang; John F Hartwig
Journal: Angew Chem Int Ed Engl Date: 2011-12-08 Impact factor: 15.336

2. Cu(I)-amido complexes in the Ullmann reaction: reactions of Cu(I)-amido complexes with iodoarenes with and without autocatalysis by CuI.

Authors: Ramesh Giri; John F Hartwig
Journal: J Am Chem Soc Date: 2010-10-26 Impact factor: 15.419

3. Overcoming the "oxidant problem": strategies to use O2 as the oxidant in organometallic C-H oxidation reactions catalyzed by Pd (and Cu).

Authors: Alison N Campbell; Shannon S Stahl
Journal: Acc Chem Res Date: 2012-01-23 Impact factor: 22.384

4. Complementary regioselectivity in the Cu(I)-catalyzed diamination of conjugated dienes to form cyclic sulfamides.

Authors: Richard G Cornwall; Baoguo Zhao; Yian Shi
Journal: Org Lett Date: 2010-12-30 Impact factor: 6.005

Review 5. Aerobic copper-catalyzed organic reactions.

Authors: Scott E Allen; Ryan R Walvoord; Rosaura Padilla-Salinas; Marisa C Kozlowski
Journal: Chem Rev Date: 2013-06-20 Impact factor: 60.622

Review 6. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O₂ Model Systems to Organometallic Transformations.

Authors: Rachel Trammell; Khashayar Rajabimoghadam; Isaac Garcia-Bosch
Journal: Chem Rev Date: 2019-01-30 Impact factor: 60.622

Carbon-nitrogen bond formation involving well-defined aryl-copper(III) complexes.

1. Copper(I) enolate complexes in α-arylation reactions: synthesis, reactivity, and mechanism.

2. Cu(I)-amido complexes in the Ullmann reaction: reactions of Cu(I)-amido complexes with iodoarenes with and without autocatalysis by CuI.

3. Overcoming the "oxidant problem": strategies to use O2 as the oxidant in organometallic C-H oxidation reactions catalyzed by Pd (and Cu).

4. Complementary regioselectivity in the Cu(I)-catalyzed diamination of conjugated dienes to form cyclic sulfamides.

Review 5. Aerobic copper-catalyzed organic reactions.

Review 6. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O₂ Model Systems to Organometallic Transformations.

7. Diamine Ligands in Copper-Catalyzed Reactions.

Review 8. Catalysis for fluorination and trifluoromethylation.

9. Mechanistic studies on the copper-catalyzed N-arylation of amides.

10. Directed amination of non-acidic arene C-H bonds by a copper-silver catalytic system.

Review 5. Aerobic copper-catalyzed organic reactions.

Review 6. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O2 Model Systems to Organometallic Transformations.

Review 8. Catalysis for fluorination and trifluoromethylation.

Review 6. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O₂ Model Systems to Organometallic Transformations.