Isolation and characterisation of C60F16; a key to understanding fullerene addition patterns

Avent, Anthony G.; Boltalina, Olga V.; Lukonin, Andrei Yu.; Street, Joan M.; Taylor, Roger

doi:10.1039/b002908o

Cited by 30 publications

(33 citation statements)

References 5 publications

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“…In general for C 60 F 18 derivatives, the six peaks in the Figure 3, its formation being energetically favourable since C 60 F 16 , like C 60 F 18 , has a central fully delocalised hexagonal ring. [3] We have confirmed that the C 60 F 16 moiety in the adduct with TTF is that shown in Figure 3. It is characteristic of C 60 F 18 and its derivatives, that fluorine peaks corresponding to those labelled a in Figure 3 are the most upfield in the spectrum and are coupled to b which are the most downfield; in C 60 F 18 there are three such pairs but only two in C 60 F 16 .…”

Section: Resultssupporting

confidence: 87%

Formation of Novel Sulfur‐Containing C₆₀F₁₆ Cycloadducts between Tetrathiafulvalene and C₆₀F₁₈; A Unique Six‐Electron Cycloaddition of a Fullerene Involving F₂ Loss

Darwish

Avent

Boltalina

et al. 2003

Chemistry A European J

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Co-evaporation of solutions of C(60)F(18) and tetrathiafulvalene in toluene produces an unsymmetrical C(60)F(16):tetrathiafulvalene adduct through a unique six-electron cycloaddition involving displacement of two fluorine atoms by a terminal Cdbond;C double bond of the fulvalene. The adduct rearranges into two further adducts, one of which is characterised as a new type of fullerene derivative, a thiiranofullerene, formed by elimination of a thioketene moiety from the tetrathiafulvalene adduct. The initial addition also produces a bisadduct in which the addends comprise one tetrathiafulvalene molecule and one in which carbon disulfide has been eliminated. The latter adduct involves cycloaddition of an unsaturated aromatic dithiolactone moiety.

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Section: Resultssupporting

confidence: 87%

Formation of Novel Sulfur‐Containing C₆₀F₁₆ Cycloadducts between Tetrathiafulvalene and C₆₀F₁₈; A Unique Six‐Electron Cycloaddition of a Fullerene Involving F₂ Loss

Darwish

Avent

Boltalina

et al. 2003

Chemistry A European J

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“…At present only three fluorofullerene compounds-C 60 F 18 , C 60 F 36 , and C 60 F 48 -can be prepared in relatively pure form (!90%) with appreciable yields (!50%) and in sufficient quantities, while the yields of other isolated species (C 60 F 2 [7], C 60 F 16 [8], and C 60 F 20 [9]) are small and require HPLC isolation.…”

Section: Introductionmentioning

confidence: 98%

Raman and infrared spectroscopic study of C60F18, C60F36 and C60F48

Rau

Cesaro

Boltalina

et al. 2004

Vibrational Spectroscopy

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“…92 The fluorine atoms attached to the carbon atoms that are surrounded by three sp 3 -hybridised C atoms are responsible, in most cases, for a signal at about 7150 to 7160 ppm. The C 60 F 16 molecule contains two fluorine atoms of this type (B).…”

Section: Fluorofullerene C 60 F 16mentioning

confidence: 99%

Endohedral metal derivatives and exohedral fluorine derivatives of fullerenes

Sidorov¹,

Boltalina²

2002

Russ. Chem. Rev.

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The thermodynamic studies of fullerenes and their stable The thermodynamic studies of fullerenes and their stable derivatives, namely, endohedral metallofullerenes and exohedral derivatives, namely, endohedral metallofullerenes and exohedral fullerene fluorides, are generalised. The methods of synthesis and fullerene fluorides, are generalised. The methods of synthesis and purification of fullerene fluorides are considered and the strucpurification of fullerene fluorides are considered and the structures of these compounds are characterised. The thermodynamic tures of these compounds are characterised. The thermodynamic properties of fullerenes and fullerene fluorides are discussed. The properties of fullerenes and fullerene fluorides are discussed. The bibliography includes 150 references bibliography includes 150 references. .

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Isolation and characterisation of C60F16; a key to understanding fullerene addition patterns

Cited by 30 publications

References 5 publications

Formation of Novel Sulfur‐Containing C₆₀F₁₆ Cycloadducts between Tetrathiafulvalene and C₆₀F₁₈; A Unique Six‐Electron Cycloaddition of a Fullerene Involving F₂ Loss

Formation of Novel Sulfur‐Containing C₆₀F₁₆ Cycloadducts between Tetrathiafulvalene and C₆₀F₁₈; A Unique Six‐Electron Cycloaddition of a Fullerene Involving F₂ Loss

Raman and infrared spectroscopic study of C60F18, C60F36 and C60F48

Endohedral metal derivatives and exohedral fluorine derivatives of fullerenes

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Isolation and characterisation of C60F16; a key to understanding fullerene addition patterns

Cited by 30 publications

References 5 publications

Formation of Novel Sulfur‐Containing C60F16 Cycloadducts between Tetrathiafulvalene and C60F18; A Unique Six‐Electron Cycloaddition of a Fullerene Involving F2 Loss

Formation of Novel Sulfur‐Containing C60F16 Cycloadducts between Tetrathiafulvalene and C60F18; A Unique Six‐Electron Cycloaddition of a Fullerene Involving F2 Loss

Raman and infrared spectroscopic study of C60F18, C60F36 and C60F48

Endohedral metal derivatives and exohedral fluorine derivatives of fullerenes

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Formation of Novel Sulfur‐Containing C₆₀F₁₆ Cycloadducts between Tetrathiafulvalene and C₆₀F₁₈; A Unique Six‐Electron Cycloaddition of a Fullerene Involving F₂ Loss

Formation of Novel Sulfur‐Containing C₆₀F₁₆ Cycloadducts between Tetrathiafulvalene and C₆₀F₁₈; A Unique Six‐Electron Cycloaddition of a Fullerene Involving F₂ Loss