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Literature DB >> 19436903

Room-temperature aerobic formation of a stable aryl-Cu(III) complex and its reactions with nucleophiles: highly efficient and diverse arene C-H functionalizations of azacalix[1]arene[3]pyridine.

Bo Yao¹, De-Xian Wang, Zhi-Tang Huang, Mei-Xiang Wang.

Abstract

Under very mild aerobic conditions, azacalix[1]arene[3]pyridine underwent highly efficient C-H activation with Cu(ClO(4))(2).6H(2)O to form a stable aryl-Cu(III) complex which reacted rapidly with various nucleophiles at ambient temperature to afford diverse functionalized azacalix[1]arene[3]pyridine derivatives in excellent yields.

Entities: Chemical

Year: 2009 PMID： 19436903 DOI： 10.1039/b902946j

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

10 in total

Review 1. 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

2. Diamine Ligands in Copper-Catalyzed Reactions.

Authors: David S Surry; Stephen L Buchwald
Journal: Chem Sci Date: 2010 Impact factor: 9.825

3. Cu(I)-catalyzed diamination of conjugated dienes. Complementary regioselectivity from two distinct mechanistic pathways involving Cu(II) and Cu(III) species.

Authors: Baoguo Zhao; Xingao Peng; Yingguang Zhu; Thomas A Ramirez; Richard G Cornwall; Yian Shi
Journal: J Am Chem Soc Date: 2011-12-02 Impact factor: 15.419

4. Cu(I)-catalyzed regioselective diamination of conjugated dienes via dual mechanistic pathways.

Authors: Baoguo Zhao; Xingao Peng; Sunliang Cui; Yian Shi
Journal: J Am Chem Soc Date: 2010-08-18 Impact factor: 15.419

5. Kinetic and Spectroscopic Studies of Aerobic Copper(II)-Catalyzed Methoxylation of Arylboronic Esters and Insights into Aryl Transmetalation to Copper(II).

Authors: Amanda E King; Bradford L Ryland; Thomas C Brunold; Shannon S Stahl
Journal: Organometallics Date: 2012-08-24 Impact factor: 3.876

Room-temperature aerobic formation of a stable aryl-Cu(III) complex and its reactions with nucleophiles: highly efficient and diverse arene C-H functionalizations of azacalix[1]arene[3]pyridine.

Review 1. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O₂ Model Systems to Organometallic Transformations.

2. Diamine Ligands in Copper-Catalyzed Reactions.

3. Cu(I)-catalyzed diamination of conjugated dienes. Complementary regioselectivity from two distinct mechanistic pathways involving Cu(II) and Cu(III) species.

4. Cu(I)-catalyzed regioselective diamination of conjugated dienes via dual mechanistic pathways.

5. Kinetic and Spectroscopic Studies of Aerobic Copper(II)-Catalyzed Methoxylation of Arylboronic Esters and Insights into Aryl Transmetalation to Copper(II).

6. The Myth of d⁸ Copper(III).

7. Copper-Mediated Late-stage Radiofluorination: Five Years of Impact on Pre-clinical and Clinical PET Imaging.

8. An Adaptable N-Heterocyclic Carbene Macrocycle Hosting Copper in Three Oxidation States.

9. Electrochemical biomass upgrading: degradation of glucose to lactic acid on a copper(ii) electrode.

10. Bis-Phenoxo-Cu^II₂ Complexes: Formal Aromatic Hydroxylation via Aryl-Cu^III Intermediate Species.

Review 1. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O2 Model Systems to Organometallic Transformations.

Review 1. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O₂ Model Systems to Organometallic Transformations.