Fullerenes Nanotubes and Carbon Nanostructures

, том 13 , издание 4 , страницы 331-343

Synthesis of Fullerenols from Halofullerenes

Pavel A. Troshin ¹

Antonina S Astakhova ¹

Rimma N. Lyubovskaya ¹

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a Institute of Problems of Chemical Physics RAS , Chernogolovka , Moscow Region , Russia |

Тип публикации: Journal Article

Дата публикации: 2005-07-01

Taylor & Francis

Fullerenes Nanotubes and Carbon Nanostructures

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SJR: 0.362

CiteScore: 4.0

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ISSN: 1536383X, 15364046

DOI: 10.1080/15363830500237192

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Organic Chemistry

Physical and Theoretical Chemistry

Atomic and Molecular Physics, and Optics

General Materials Science

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Abstract Halogenated fullerenes were used as reagents to prepare fullerenols. Depending on reaction conditions two types of substances (complex mixtures of products with average compositions C60OnHm, n=10–26, m=14–30 and C60OnHmMk, M=K, Na; n=17–24, m=16–28, k=3–8) possessing essentially different water solubility were obtained. Highly soluble metal‐containing species are most likely ionic compounds similar to metal derivatives of alcohols–alcoholates. An electron withdrawing effect of the carbon cage could make alkali metal fullerenolates (C60(OH)x(OM)y) inert towards hydrolysis. Halogens were selectively substituted when fullerene bromides and chlorides were treated with silver trifluoroacetate. Fullerenol esters C60(OOCCF3)n formed were then hydrolyzed to form C60(OOCCF3)x(OH)y. Attempts to cleave all ester groups in C60(OOCCF3)x(OH)y failed in acidic media, while alkaline hydrolysis was accompanied by unselective polyhydroxylation of the fullerene cage.

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Troshin P. A., Astakhova A. S., Lyubovskaya R. N. Synthesis of Fullerenols from Halofullerenes // Fullerenes Nanotubes and Carbon Nanostructures. 2005. Vol. 13. No. 4. pp. 331-343.

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Troshin P. A., Astakhova A. S., Lyubovskaya R. N. Synthesis of Fullerenols from Halofullerenes // Fullerenes Nanotubes and Carbon Nanostructures. 2005. Vol. 13. No. 4. pp. 331-343.

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TY - JOUR

DO - 10.1080/15363830500237192

UR - https://doi.org/10.1080/15363830500237192

TI - Synthesis of Fullerenols from Halofullerenes

T2 - Fullerenes Nanotubes and Carbon Nanostructures

AU - Troshin, Pavel A.

AU - Astakhova, Antonina S

AU - Lyubovskaya, Rimma N.

PY - 2005

DA - 2005/07/01

PB - Taylor & Francis

SP - 331-343

IS - 4

VL - 13

SN - 1536-383X

SN - 1536-4046

ER -

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@article{2005_Troshin,

author = {Pavel A. Troshin and Antonina S Astakhova and Rimma N. Lyubovskaya},

title = {Synthesis of Fullerenols from Halofullerenes},

journal = {Fullerenes Nanotubes and Carbon Nanostructures},

year = {2005},

volume = {13},

publisher = {Taylor & Francis},

month = {jul},

url = {https://doi.org/10.1080/15363830500237192},

number = {4},

pages = {331--343},

doi = {10.1080/15363830500237192}

}

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Troshin, Pavel A., et al. “Synthesis of Fullerenols from Halofullerenes.” Fullerenes Nanotubes and Carbon Nanostructures, vol. 13, no. 4, Jul. 2005, pp. 331-343. https://doi.org/10.1080/15363830500237192.