Transition Metal-Mediated and Metal-Catalyzed Carbon–Fluorine Bond Formation

Campbell, Michael G.; Hoover, Andrew J.; Ritter, Tobias

doi:10.1007/3418_2014_88

Cited by 12 publications

(9 citation statements)

References 199 publications

(244 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Transition-metal fluoride complexes are important intermediates in C–F bond activation/formation reactions. ,− To test its reactivity for fluorination reactions, 2 was reacted with methyl iodide, ethyl iodide, and allyl bromide. In situ 19 F NMR monitoring of the reactions (Figures and S20 and S21) showed the consumption of 2 and the concomitant formation of CH 3 –F, C 2 H 5 –F, and allyl fluoride, respectively, at room temperature.…”

Section: Resultsmentioning

confidence: 99%

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

Nikravesh

Shahsavari

et al. 2020

Inorg. Chem.

View full text Add to dashboard Cite

This work reports the synthesis and characterization of a new C^N-based cycloplatinated(II) fluoride complex, [Pt(ppy)(PPh3)F] (2; ppy = 2-phenylpyridinate), involving a Pt–F bond. The new complex is highly luminescent in the green area with a high quantum yield of 94.6% at 77 K. A comparison study of the heavier halogen derivatives reveals a descending emission quantum yield order of F > Cl > Br > I. Time-dependent density functional theory calculations ascribe the decreased emission efficiency to the decreasing trend of an intraligand (IL) transition from F to I, which accounts for the major radiative pathway. In addition, 2 is capable of the fluorinating alkyl halides, leading to Csp3 –F bond formation at room temperature.

show abstract

Section: Resultsmentioning

confidence: 99%

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

Nikravesh

Shahsavari

et al. 2020

Inorg. Chem.

View full text Add to dashboard Cite

show abstract

“…Xenon(II) fluoride is the only Ng compound that is commercially available and has a wider practical application both in the laboratory use and in the industry. Its main use is in its ability of fluorination of various organic compounds [ 9 , 10 ] and as an etching reagent for surfaces of various metals, oxides, nitrides, etc. [ 11 , 12 , 13 , 14 , 15 , 16 ].…”

Section: Xenonmentioning

confidence: 99%

Noble-Gas Chemistry More than Half a Century after the First Report of the Noble-Gas Compound

Mazej

2020

Molecules

View full text Add to dashboard Cite

Recent development in the synthesis and characterization of noble-gas compounds is reviewed, i.e., noble-gas chemistry reported in the last five years with emphasis on the publications issued after 2017. XeF2 is commercially available and has a wider practical application both in the laboratory use and in the industry. As a ligand it can coordinate to metal centers resulting in [M(XeF2)x]n+ salts. With strong Lewis acids, XeF2 acts as a fluoride ion donor forming [XeF]+ or [Xe2F3]+ salts. Latest examples are [Xe2F3][RuF6]·XeF2, [Xe2F3][RuF6] and [Xe2F3][IrF6]. Adducts NgF2·CrOF4 and NgF2·2CrOF4 (Ng = Xe, Kr) were synthesized and structurally characterized at low temperatures. The geometry of XeF6 was studied in solid argon and neon matrices. Xenon hexafluoride is a well-known fluoride ion donor forming various [XeF5]+ and [Xe2F11]+ salts. A large number of crystal structures of previously known or new [XeF5]+ and [Xe2F11]+ salts were reported, i.e., [Xe2F11][SbF6], [XeF5][SbF6], [XeF5][Sb2F11], [XeF5][BF4], [XeF5][TiF5], [XeF5]5[Ti10F45], [XeF5][Ti3F13], [XeF5]2[MnF6], [XeF5][MnF5], [XeF5]4[Mn8F36], [Xe2F11]2[SnF6], [Xe2F11]2[PbF6], [XeF5]4[Sn5F24], [XeF5][Xe2F11][CrVOF5]·2CrVIOF4, [XeF5]2[CrIVF6]·2CrVIOF4, [Xe2F11]2[CrIVF6], [XeF5]2[CrV2O2F8], [XeF5]2[CrV2O2F8]·2HF, [XeF5]2[CrV2O2F8]·2XeOF4, A[XeF5][SbF6]2 (A = Rb, Cs), Cs[XeF5][BixSb1-xF6]2 (x = ~0.37–0.39), NO2XeF5(SbF6)2, XeF5M(SbF6)3 (M = Ni, Mg, Zn, Co, Cu, Mn and Pd) and (XeF5)3[Hg(HF)]2(SbF6)7. Despite its extreme sensitivity, many new XeO3 adducts were synthesized, i.e., the 15-crown adduct of XeO3, adducts of XeO3 with triphenylphosphine oxide, dimethylsulfoxide and pyridine-N-oxide, and adducts between XeO3 and N-bases (pyridine and 4-dimethylaminopyridine). [Hg(KrF2)8][AsF6]2·2HF is a new example of a compound in which KrF2 serves as a ligand. Numerous new charged species of noble gases were reported (ArCH2+, ArOH+, [ArB3O4]+, [ArB3O5]+, [ArB4O6]+, [ArB5O7]+, [B12(CN)11Ne]−). Molecular ion HeH+ was finally detected in interstellar space. The discoveries of Na2He and ArNi at high pressure were reported. Bonding motifs in noble-gas compounds are briefly commented on in the last paragraph of this review.

show abstract

“…Transition metal fluorido complexes are important intermediates in C-F bond activation/formation reactions. 38,[48][49][50][51][52] To test its reactivity for fluorination reaction, 2 was reacted with methyl iodide, ethyl iodide and allyl bromide. In situ 19 F NMR monitoring of the reactions ( Figures S24-S26) showed the consumption of 2 and the concomitant formation of CH3-F, C2H5-F, and allyl fluoride respectively at room temperature.…”

Section: Csp 3 -F Bond Formationmentioning

confidence: 99%

A C^N Cycloplatinated(II) Fluorido Complex: Photophysical Studies and Csp3‒F Bond Formation

Hu¹,

Nikravesh²,

Shahsavari³

et al. 2020

Preprint

View full text Add to dashboard Cite

<div>This work reports the synthesis and characterization of a new C^N-based cycloplatinated(II) fluorido complex [Pt(ppy)PPh3)F] involving a Pt‒F bond. The new complex is highly luminescent in green area with a high quantum yield of 94.6% at 77K. A comparison study of the heavier of halogen derivatives reveals a descending emission quantum yield order of F > Cl > Br > I. Time-dependent density functional theory (TD-DFT) calculations ascribe the decreased emission efficiency to the decreasing trend of ILCT transition from F to I, which accounts for the major radiative pathway.</div>

show abstract

Transition Metal-Mediated and Metal-Catalyzed Carbon–Fluorine Bond Formation

Cited by 12 publications

References 199 publications

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

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

Noble-Gas Chemistry More than Half a Century after the First Report of the Noble-Gas Compound

A C^N Cycloplatinated(II) Fluorido Complex: Photophysical Studies and Csp3‒F Bond Formation

Contact Info

Product

Resources

About

Transition Metal-Mediated and Metal-Catalyzed Carbon–Fluorine Bond Formation

Cited by 12 publications

References 199 publications

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

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

Noble-Gas Chemistry More than Half a Century after the First Report of the Noble-Gas Compound

A C^N Cycloplatinated(II) Fluorido Complex: Photophysical Studies and Csp3‒F Bond Formation

Contact Info

Product

Resources

About

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

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