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Literature DB >> 21428446

Pd-diimine: a highly selective catalyst system for the base-free oxidative Heck reaction.

Aditya L Gottumukkala¹, Johannes F Teichert, Dorus Heijnen, Niek Eisink, Simon van Dijk, Catalina Ferrer, Adri van den Hoogenband, Adriaan J Minnaard.

Abstract

Pd(OAc)(2)/3 is an efficient catalyst system for the base-free oxidative Heck reaction that outperforms the currently available catalysts for the more challenging substrates studied. The catalyst system is highly selective, and works at room temperature with dioxygen as the oxidant.

Entities: Chemical

Mesh：

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Year: 2011 PMID： 21428446 DOI： 10.1021/jo101942f

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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Cited

12 in total

1. "Nok": a phytosterol-based amphiphile enabling transition-metal-catalyzed couplings in water at room temperature.

Authors: Piyatida Klumphu; Bruce H Lipshutz
Journal: J Org Chem Date: 2014-01-21 Impact factor: 4.354

2. Catalyst-controlled regioselectivity in the synthesis of branched conjugated dienes via aerobic oxidative Heck reactions.

Authors: Changwu Zheng; Dian Wang; Shannon S Stahl
Journal: J Am Chem Soc Date: 2012-09-28 Impact factor: 15.419

Review 3. Redox-active BIAN-based Diimine Ligands in Metal-Catalyzed Small Molecule Syntheses.

Authors: Josef Bernauer; Jennifer Pölker; Axel Jacobi von Wangelin
Journal: ChemCatChem Date: 2021-10-22 Impact factor: 5.497

4. Aerobic oxidative Heck/dehydrogenation reactions of cyclohexenones: efficient access to meta-substituted phenols.

Authors: Yusuke Izawa; Changwu Zheng; Shannon S Stahl
Journal: Angew Chem Int Ed Engl Date: 2013-02-19 Impact factor: 15.336

5. Characterization of metastable intermediates formed in the reaction between a Mn(II) complex and dioxygen, including a crystallographic structure of a binuclear Mn(III)-peroxo species.

Authors: Michael K Coggins; Xianru Sun; Yeonju Kwak; Edward I Solomon; Elena Rybak-Akimova; Julie A Kovacs
Journal: J Am Chem Soc Date: 2013-04-03 Impact factor: 15.419

6. Synthesis of functionalized cinnamaldehyde derivatives by an oxidative Heck reaction and their use as starting materials for preparation of Mycobacterium tuberculosis 1-deoxy-D-xylulose-5-phosphate reductoisomerase inhibitors.

Authors: Anneli Nordqvist; Christofer Björkelid; Mounir Andaloussi; Anna M Jansson; Sherry L Mowbray; Anders Karlén; Mats Larhed
Journal: J Org Chem Date: 2011-10-07 Impact factor: 4.354

Pd-diimine: a highly selective catalyst system for the base-free oxidative Heck reaction.

1. "Nok": a phytosterol-based amphiphile enabling transition-metal-catalyzed couplings in water at room temperature.

2. Catalyst-controlled regioselectivity in the synthesis of branched conjugated dienes via aerobic oxidative Heck reactions.

Review 3. Redox-active BIAN-based Diimine Ligands in Metal-Catalyzed Small Molecule Syntheses.

4. Aerobic oxidative Heck/dehydrogenation reactions of cyclohexenones: efficient access to meta-substituted phenols.

5. Characterization of metastable intermediates formed in the reaction between a Mn(II) complex and dioxygen, including a crystallographic structure of a binuclear Mn(III)-peroxo species.

6. Synthesis of functionalized cinnamaldehyde derivatives by an oxidative Heck reaction and their use as starting materials for preparation of Mycobacterium tuberculosis 1-deoxy-D-xylulose-5-phosphate reductoisomerase inhibitors.

7. Boron-Heck reaction of cyclic enaminones: regioselective direct arylation via oxidative palladium(II) catalysis.

8. Palladium(II)-catalyzed Heck reaction of aryl halides and arylboronic acids with olefins under mild conditions.

9. Aqueous oxidative Heck reaction as a protein-labeling strategy.

10. Auto-Tandem Catalysis: Pd^II -Catalysed Dehydrogenation/Oxidative Heck Reaction of Cyclopentane-1,3-diones.