Literature DB >> 11891886

Palladium fluoride complexes: one more step toward metal-mediated C-F bond formation.

Vladimir V Grushin1.   

Abstract

The first molecular complexes of palladium containing a Pd-F bond, both fluorides and bifluorides, were synthesized and fully characterized in the solid state and in solution. Reactivity studies of the Pd fluoride complexes revealed their unexpected stability and unusual chemical properties, different from the hydroxo, chloro, bromo, and iodo analogues. A novel efficient method to generate "naked fluoride" was developed using [(Ph(3)P)(2)Pd(F)Ph]. The naked fluoride from the Pd source fluorinated dichloromethane, deprotonated chloroform, and catalyzed di- and trimerization of hexafluoropropene under uncommonly mild conditions.

Entities:  

Year:  2002        PMID: 11891886     DOI: 10.1002/1521-3765(20020301)8:5<1006::aid-chem1006>3.0.co;2-m

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  11 in total

1.  Accelerating palladium-catalyzed C-F bond formation: use of a microflow packed-bed reactor.

Authors:  Timothy Noël; Thomas J Maimone; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-11       Impact factor: 15.336

Review 2.  Catalysis for fluorination and trifluoromethylation.

Authors:  Takeru Furuya; Adam S Kamlet; Tobias Ritter
Journal:  Nature       Date:  2011-05-26       Impact factor: 49.962

3.  Synthesis and reactivity of palladium(II) fluoride complexes containing nitrogen-donor ligands.

Authors:  Nicholas D Ball; Jeff W Kampf; Melanie S Sanford
Journal:  Dalton Trans       Date:  2009-11-26       Impact factor: 4.390

4.  Mechanism of C-F reductive elimination from palladium(IV) fluorides.

Authors:  Takeru Furuya; Diego Benitez; Ekaterina Tkatchouk; Alexandra E Strom; Pingping Tang; William A Goddard; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2010-03-24       Impact factor: 15.419

5.  Evidence for in situ catalyst modification during the Pd-catalyzed conversion of aryl triflates to aryl fluorides.

Authors:  Thomas J Maimone; Phillip J Milner; Tom Kinzel; Yong Zhang; Michael K Takase; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2011-10-21       Impact factor: 15.419

6.  C-F Bond Formation for the Synthesis of Aryl Fluorides.

Authors:  Takeru Furuya; Johannes E M N Klein; Tobias Ritter
Journal:  Synthesis (Stuttg)       Date:  2010-06-01       Impact factor: 3.157

7.  Formation of ArF from LPdAr(F): catalytic conversion of aryl triflates to aryl fluorides.

Authors:  Donald A Watson; Mingjuan Su; Georgiy Teverovskiy; Yong Zhang; Jorge García-Fortanet; Tom Kinzel; Stephen L Buchwald
Journal:  Science       Date:  2009-08-13       Impact factor: 47.728

8.  Synthesis and reactivity of a mono-sigma-aryl palladium(IV) fluoride complex.

Authors:  Nicholas D Ball; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2009-03-25       Impact factor: 15.419

9.  In-Depth Assessment of the Palladium-Catalyzed Fluorination of Five-Membered Heteroaryl Bromides.

Authors:  Phillip J Milner; Yang Yang; Stephen L Buchwald
Journal:  Organometallics       Date:  2015-08-20       Impact factor: 3.876

10.  A Fluorinated Ligand Enables Room-Temperature and Regioselective Pd-Catalyzed Fluorination of Aryl Triflates and Bromides.

Authors:  Aaron C Sather; Hong Geun Lee; Valentina Y De La Rosa; Yang Yang; Peter Müller; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2015-10-06       Impact factor: 15.419

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