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Literature DB >> 26095826

Selective aryl-fluoride reductive elimination from a platinum(IV) complex.

Ina Dubinsky-Davidchik¹, Israel Goldberg¹, Arkadi Vigalok², Andrei N Vedernikov³.

Abstract

A difluoro(mesityl)platinum(IV) complex underwent highly selective reductive elimination of 2-fluoromesitylene upon heating in toluene. Kinetic analysis and DFT calculations suggest that the CF coupling involves a five-coordinate Pt(IV) transient intermediate resulting from the rate-limiting dissociation of the pyridine ligand.

Entities: Chemical

Keywords: chemoselectivity; electrophilic fluorination; platinum; reaction mechanisms; reductive elimination

Year: 2015 PMID： 26095826 DOI： 10.1002/anie.201503116

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

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Cited

4 in total

1. A C^N Cycloplatinated(II) Fluoride Complex: Photophysical Studies and C_sp³-F Bond Formation.

Authors: Jiyun Hu; Mahshid Nikravesh; Hamid R Shahsavari; Reza Babadi Aghakhanpour; Arnold L Rheingold; Mia Alshami; Yoshie Sakamaki; Hudson Beyzavi
Journal: Inorg Chem Date: 2020-11-02 Impact factor: 5.165

2. Aryl C(sp²)-X Coupling (X = C, N, O, Cl) and Facile Control of N-Mono- and N,N-Diarylation of Primary Alkylamines at a Pt(IV) Center.

Authors: Xiaoxi Lin; Arkadi Vigalok; Andrei N Vedernikov
Journal: J Am Chem Soc Date: 2020-11-23 Impact factor: 15.419

3. Mechanism of the Aryl-F Bond-Forming Step from Bi(V) Fluorides.

Authors: Oriol Planas; Vytautas Peciukenas; Markus Leutzsch; Nils Nöthling; Dimitrios A Pantazis; Josep Cornella
Journal: J Am Chem Soc Date: 2022-08-03 Impact factor: 16.383

4. Fluorination Reactions at a Platinum Carbene Complex: Reaction Routes to SF₃ , S(=O)F and Fluorido Complexes.

Authors: Dilcan Dirican; Maria Talavera; Thomas Braun
Journal: Chemistry Date: 2021-10-29 Impact factor: 5.020

4 in total

Selective aryl-fluoride reductive elimination from a platinum(IV) complex.

1. A C^N Cycloplatinated(II) Fluoride Complex: Photophysical Studies and Csp3-F Bond Formation.

2. Aryl C(sp2)-X Coupling (X = C, N, O, Cl) and Facile Control of N-Mono- and N,N-Diarylation of Primary Alkylamines at a Pt(IV) Center.

3. Mechanism of the Aryl-F Bond-Forming Step from Bi(V) Fluorides.

4. Fluorination Reactions at a Platinum Carbene Complex: Reaction Routes to SF3 , S(=O)F and Fluorido Complexes.

1. A C^N Cycloplatinated(II) Fluoride Complex: Photophysical Studies and C_sp³-F Bond Formation.

2. Aryl C(sp²)-X Coupling (X = C, N, O, Cl) and Facile Control of N-Mono- and N,N-Diarylation of Primary Alkylamines at a Pt(IV) Center.

4. Fluorination Reactions at a Platinum Carbene Complex: Reaction Routes to SF₃ , S(=O)F and Fluorido Complexes.