Synthesis and Characterisation of New Perfluoropropenyl Complexes of Gold, Platinum, Palladium, and Titanium

Lulu M.  Alluhaibi; Alan Brisdon; Robin Pritchard

doi:10.1016/j.jfluchem.2017.08.004

Synthesis and Characterisation of New Perfluoropropenyl Complexes of Gold, Platinum, Palladium, and Titanium

Lulu M. Alluhaibi, Alan Brisdon, Robin Pritchard

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Abstract

The new stable perfluoropropenyl organometallic complexes [(Ph3P)Au(E-CF=CFCF3)], trans-[(Ph3P)2Pt(Z-CF=CFCF3)Cl], trans-[(Ph3P)2Pd(E-CF=CFCF3)Cl], [(COD)Pt(E-CF=CFCF3)2] and [Cp2Ti(E-CF=CFCF3)Cl] have been obtained from the reaction of LiCF=CFCF3 – derived from Z-CFH=CFCF3 (HFC-1225ye) – with appropriate transition-metal starting materials. The complexes have been characterized by multinuclear NMR studies (19F ,1H, 31P and 13C) and single-crystal structure determinations. Based on the X-ray derived data a comparison is made between -bound perfluoropropenyl and perfluorovinyl ligands; whilst they are found to be electronically quite similar on the basis of their trans-influence the perfluoropropenyl group is significantly more sterically-demanding, and it is suggested that this accounts for the predominance of mono-perfluoropropenyl-substituted complexes with enhanced stabilities.

Original language	English
Journal	Journal of Fluorine Chemistry
Volume	203
Issue number	146
Early online date	14 Aug 2017
DOIs	https://doi.org/10.1016/j.jfluchem.2017.08.004
Publication status	Published - Nov 2017

Keywords

Perfluoropropenyl
Organometallic Complexes
Z-HFC-1225ye
X-ray structures

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10.1016/j.jfluchem.2017.08.004

JFC_TMpfp paperAccepted author manuscript, 1.02 MB

CCDC 1560703: Experimental Crystal Structure Determination
Alluhaibi, L. M. (Contributor), Brisdon, A. (Contributor) & Pritchard, R. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2017
DOI: 10.5517/ccdc.csd.cc1pd18d, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1pd18d&sid=DataCite
Dataset
CCDC 1560701: Experimental Crystal Structure Determination
Alluhaibi, L. M. (Contributor), Brisdon, A. (Contributor) & Pritchard, R. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2017
DOI: 10.5517/ccdc.csd.cc1pd16b, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1pd16b&sid=DataCite
Dataset
CCDC 1560705: Experimental Crystal Structure Determination
Alluhaibi, L. M. (Contributor), Brisdon, A. (Contributor) & Pritchard, R. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2017
DOI: 10.5517/ccdc.csd.cc1pd1bg, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1pd1bg&sid=DataCite
Dataset

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@article{7687df2166d24f06b5818f234305a5eb,

title = "Synthesis and Characterisation of New Perfluoropropenyl Complexes of Gold, Platinum, Palladium, and Titanium",

abstract = "The new stable perfluoropropenyl organometallic complexes [(Ph3P)Au(E-CF=CFCF3)], trans-[(Ph3P)2Pt(Z-CF=CFCF3)Cl], trans-[(Ph3P)2Pd(E-CF=CFCF3)Cl], [(COD)Pt(E-CF=CFCF3)2] and [Cp2Ti(E-CF=CFCF3)Cl] have been obtained from the reaction of LiCF=CFCF3 – derived from Z-CFH=CFCF3 (HFC-1225ye) – with appropriate transition-metal starting materials. The complexes have been characterized by multinuclear NMR studies (19F ,1H, 31P and 13C) and single-crystal structure determinations. Based on the X-ray derived data a comparison is made between -bound perfluoropropenyl and perfluorovinyl ligands; whilst they are found to be electronically quite similar on the basis of their trans-influence the perfluoropropenyl group is significantly more sterically-demanding, and it is suggested that this accounts for the predominance of mono-perfluoropropenyl-substituted complexes with enhanced stabilities. ",

keywords = "Perfluoropropenyl , Organometallic Complexes , Z-HFC-1225ye, X-ray structures ",

author = "Alluhaibi, {Lulu M.} and Alan Brisdon and Robin Pritchard",

year = "2017",

month = nov,

doi = "10.1016/j.jfluchem.2017.08.004",

language = "English",

volume = "203",

journal = "Journal of Fluorine Chemistry",

issn = "0022-1139",

publisher = "Elsevier BV",

number = "146",

}

TY - JOUR

T1 - Synthesis and Characterisation of New Perfluoropropenyl Complexes of Gold, Platinum, Palladium, and Titanium

AU - Alluhaibi, Lulu M.

AU - Brisdon, Alan

AU - Pritchard, Robin

PY - 2017/11

Y1 - 2017/11

N2 - The new stable perfluoropropenyl organometallic complexes [(Ph3P)Au(E-CF=CFCF3)], trans-[(Ph3P)2Pt(Z-CF=CFCF3)Cl], trans-[(Ph3P)2Pd(E-CF=CFCF3)Cl], [(COD)Pt(E-CF=CFCF3)2] and [Cp2Ti(E-CF=CFCF3)Cl] have been obtained from the reaction of LiCF=CFCF3 – derived from Z-CFH=CFCF3 (HFC-1225ye) – with appropriate transition-metal starting materials. The complexes have been characterized by multinuclear NMR studies (19F ,1H, 31P and 13C) and single-crystal structure determinations. Based on the X-ray derived data a comparison is made between -bound perfluoropropenyl and perfluorovinyl ligands; whilst they are found to be electronically quite similar on the basis of their trans-influence the perfluoropropenyl group is significantly more sterically-demanding, and it is suggested that this accounts for the predominance of mono-perfluoropropenyl-substituted complexes with enhanced stabilities.

AB - The new stable perfluoropropenyl organometallic complexes [(Ph3P)Au(E-CF=CFCF3)], trans-[(Ph3P)2Pt(Z-CF=CFCF3)Cl], trans-[(Ph3P)2Pd(E-CF=CFCF3)Cl], [(COD)Pt(E-CF=CFCF3)2] and [Cp2Ti(E-CF=CFCF3)Cl] have been obtained from the reaction of LiCF=CFCF3 – derived from Z-CFH=CFCF3 (HFC-1225ye) – with appropriate transition-metal starting materials. The complexes have been characterized by multinuclear NMR studies (19F ,1H, 31P and 13C) and single-crystal structure determinations. Based on the X-ray derived data a comparison is made between -bound perfluoropropenyl and perfluorovinyl ligands; whilst they are found to be electronically quite similar on the basis of their trans-influence the perfluoropropenyl group is significantly more sterically-demanding, and it is suggested that this accounts for the predominance of mono-perfluoropropenyl-substituted complexes with enhanced stabilities.

KW - Perfluoropropenyl

KW - Organometallic Complexes

KW - Z-HFC-1225ye

KW - X-ray structures

U2 - 10.1016/j.jfluchem.2017.08.004

DO - 10.1016/j.jfluchem.2017.08.004

M3 - Article

SN - 0022-1139

VL - 203

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

IS - 146

ER -

Synthesis and Characterisation of New Perfluoropropenyl Complexes of Gold, Platinum, Palladium, and Titanium

Abstract

Keywords

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Datasets

CCDC 1560703: Experimental Crystal Structure Determination

CCDC 1560701: Experimental Crystal Structure Determination

CCDC 1560705: Experimental Crystal Structure Determination

Cite this