Literature DB >> 17487902

Electrophilic activation of alkenes by platinum(II): so much more than a slow version of palladium(II).

Anthony R Chianese1, Stephen J Lee, Michel R Gagné.   

Abstract

The electrophilic activation of alkenes by transition-metal catalysts is a fundamental step in a rapidly growing number of catalytic processes. Although palladium is the best known metal for this purpose, the special properties of its third-row cousin platinum (strong metal-ligand bonds and slow substitution kinetics) have enabled the development of transformations that are initiated by addition to the C=C bonds by protic carbon, nitrogen, oxygen, and phosphorus nucleophiles, as well as alkene or arene nucleophiles. Additionally, reactivity profiles, which are often unique to platinum, provide wholly new reaction products. This Review concerns platinum-catalyzed electrophilic alkene activation reactions, with a special emphasis on the mechanistic properties of known systems, on the differences between platinum and palladium catalysts, and on the prospects for the development of new systems.

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Year:  2007        PMID: 17487902     DOI: 10.1002/anie.200603954

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  24 in total

Review 1.  Enzymatic functionalization of carbon-hydrogen bonds.

Authors:  Jared C Lewis; Pedro S Coelho; Frances H Arnold
Journal:  Chem Soc Rev       Date:  2010-11-15       Impact factor: 54.564

2.  Synergistic palladium/enamine catalysis for asymmetric hydrocarbon functionalization of unactivated alkenes with ketones.

Authors:  Chiyu Wei; Xiaohan Ye; Qingyu Xing; Yong Hu; Yan Xie; Xiaodong Shi
Journal:  Org Biomol Chem       Date:  2019-06-25       Impact factor: 3.876

3.  Asymmetric oxidative cation/olefin cyclization of polyenes: evidence for reversible cascade cyclization.

Authors:  Charles A Mullen; Alison N Campbell; Michel R Gagné
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  Homogeneous catalytic hydroamination of alkynes and allenes with ammonia.

Authors:  Vincent Lavallo; Guido D Frey; Bruno Donnadieu; Michele Soleilhavoup; Guy Bertrand
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

5.  Driving Catalyst Reoxidation in Wacker Cyclizations with Acetal-Based Metal-Hydride Abstractors.

Authors:  Nikki A Cochrane; Maurice S Brookhart; Michel R Gagné
Journal:  Organometallics       Date:  2011-05-09       Impact factor: 3.876

6.  Terminating platinum-initiated cation-olefin reactions with simple alkenes.

Authors:  Joseph G Sokol; Chandra Sekhar Korapala; Peter S White; Jennifer J Becker; Michel R Gagné
Journal:  Angew Chem Int Ed Engl       Date:  2011-05-13       Impact factor: 15.336

7.  Steric Crowding Makes Challenging C(sp3)-F Reductive Eliminations Feasible.

Authors:  Shu-Bin Zhao; Jennifer J Becker; Michel R Gagné
Journal:  Organometallics       Date:  2011-08-08       Impact factor: 3.876

8.  Gold-catalyzed intermolecular Markovnikov hydroamination of allenes with secondary amines.

Authors:  Xiaoming Zeng; Michele Soleilhavoup; Guy Bertrand
Journal:  Org Lett       Date:  2009-08-06       Impact factor: 6.005

9.  Catalytic enantioselective cyclization and C3-fluorination of polyenes.

Authors:  Nikki A Cochrane; Ha Nguyen; Michel R Gagne
Journal:  J Am Chem Soc       Date:  2013-01-08       Impact factor: 15.419

10.  Reversibility effects on the stereoselectivity of Pt(II)-mediated cascade poly-ene cyclizations.

Authors:  Jeremiah A Feducia; Michel R Gagné
Journal:  J Am Chem Soc       Date:  2007-12-21       Impact factor: 15.419

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