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Literature DB >> 19788324

Chelating N-heterocyclic carbene alkoxide as a supporting ligand for Pd(II/IV) C-H bond functionalization catalysis.

Polly L Arnold¹, Melanie S Sanford, Stephen M Pearson.

Abstract

A Pd(IV) complex that represents a viable catalytic intermediate in Pd-catalyzed C-H bond halogenation reactions has been isolated and structurally characterized. It contains the first examples of both a Pd(IV) NHC bond and a Pd(IV) alkoxide bond and serves as a precatalyst for C-H bond halogenation. As such, this represents a new class of tunable supporting ligand systems in Pd(IV) catalysis.

Entities: Chemical Disease

Year: 2009 PMID： 19788324 DOI： 10.1021/ja905713t

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

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Cited

18 in total

1. Mechanistic and computational studies of oxidatively-induced aryl-CF3 bond-formation at Pd: rational design of room temperature aryl trifluoromethylation.

Authors: Nicholas D Ball; J Brannon Gary; Yingda Ye; Melanie S Sanford
Journal: J Am Chem Soc Date: 2011-04-22 Impact factor: 15.419

2. On the mechanism of palladium-catalyzed aromatic C-H oxidation.

Authors: David C Powers; Daphne Y Xiao; Matthias A L Geibel; Tobias Ritter
Journal: J Am Chem Soc Date: 2010-10-20 Impact factor: 15.419

3. C-H bond activation at palladium(IV) centers.

Authors: Joy M Racowski; Nicholas D Ball; Melanie S Sanford
Journal: J Am Chem Soc Date: 2011-10-21 Impact factor: 15.419

4. An Improved Catalyst Architecture for Rhodium (III) Catalyzed C-H Activation and its Application to Pyridone Synthesis.

Authors: Todd K Hyster; Tomislav Rovis
Journal: Chem Sci Date: 2011-08-01 Impact factor: 9.825

Chelating N-heterocyclic carbene alkoxide as a supporting ligand for Pd(II/IV) C-H bond functionalization catalysis.

1. Mechanistic and computational studies of oxidatively-induced aryl-CF3 bond-formation at Pd: rational design of room temperature aryl trifluoromethylation.

2. On the mechanism of palladium-catalyzed aromatic C-H oxidation.

3. C-H bond activation at palladium(IV) centers.

4. An Improved Catalyst Architecture for Rhodium (III) Catalyzed C-H Activation and its Application to Pyridone Synthesis.

5. Ligand-accelerated cross-coupling of C(sp2)-H bonds with arylboron reagents.

Review 6. If C-H bonds could talk: selective C-H bond oxidation.

7. Palladium-catalyzed conversion of aryl and vinyl triflates to bromides and chlorides.

8. Aryl-CF(3) bond-forming reductive elimination from palladium(IV).

Review 9. High-valent organometallic copper and palladium in catalysis.

Review 10. N-Heterocyclic Carbene Complexes in C-H Activation Reactions.