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[2 + 1] Cycloaddition reactions of fullerene C(60) based on diazo compounds
The most common variant of fullerene core functionalization is the [2 + 1] cycloaddition process. Of these, reactions leading to methanofullerenes are the most promising. They are synthesized in two main reactions: nucleophilic cyclopropanation according to the Bingel method and thermal addition of...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Beilstein-Institut
2021
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7940820/ https://www.ncbi.nlm.nih.gov/pubmed/33747235 http://dx.doi.org/10.3762/bjoc.17.55 |
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author | Biglova, Yuliya N |
author_facet | Biglova, Yuliya N |
author_sort | Biglova, Yuliya N |
collection | PubMed |
description | The most common variant of fullerene core functionalization is the [2 + 1] cycloaddition process. Of these, reactions leading to methanofullerenes are the most promising. They are synthesized in two main reactions: nucleophilic cyclopropanation according to the Bingel method and thermal addition of diazo compounds. This present review summarizes the material on the synthesis of monofunctionalized methanofullerenes – analogues of [60]PCBM – based on various diazo compounds. The main cyclopropanating agents for the synthesis of monosubstituted methanofullerenes, the optimal conditions and the mechanism of the [2 + 1] cycloaddition, as well as the practical application of the target products are analyzed. |
format | Online Article Text |
id | pubmed-7940820 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-79408202021-03-18 [2 + 1] Cycloaddition reactions of fullerene C(60) based on diazo compounds Biglova, Yuliya N Beilstein J Org Chem Review The most common variant of fullerene core functionalization is the [2 + 1] cycloaddition process. Of these, reactions leading to methanofullerenes are the most promising. They are synthesized in two main reactions: nucleophilic cyclopropanation according to the Bingel method and thermal addition of diazo compounds. This present review summarizes the material on the synthesis of monofunctionalized methanofullerenes – analogues of [60]PCBM – based on various diazo compounds. The main cyclopropanating agents for the synthesis of monosubstituted methanofullerenes, the optimal conditions and the mechanism of the [2 + 1] cycloaddition, as well as the practical application of the target products are analyzed. Beilstein-Institut 2021-03-05 /pmc/articles/PMC7940820/ /pubmed/33747235 http://dx.doi.org/10.3762/bjoc.17.55 Text en Copyright © 2021, Biglova https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/terms/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms/terms) |
spellingShingle | Review Biglova, Yuliya N [2 + 1] Cycloaddition reactions of fullerene C(60) based on diazo compounds |
title | [2 + 1] Cycloaddition reactions of fullerene C(60) based on diazo compounds |
title_full | [2 + 1] Cycloaddition reactions of fullerene C(60) based on diazo compounds |
title_fullStr | [2 + 1] Cycloaddition reactions of fullerene C(60) based on diazo compounds |
title_full_unstemmed | [2 + 1] Cycloaddition reactions of fullerene C(60) based on diazo compounds |
title_short | [2 + 1] Cycloaddition reactions of fullerene C(60) based on diazo compounds |
title_sort | [2 + 1] cycloaddition reactions of fullerene c(60) based on diazo compounds |
topic | Review |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7940820/ https://www.ncbi.nlm.nih.gov/pubmed/33747235 http://dx.doi.org/10.3762/bjoc.17.55 |
work_keys_str_mv | AT biglovayuliyan 21cycloadditionreactionsoffullerenec60basedondiazocompounds |