| A Scalable Synthesis of Methano[60]fullerene and Congeners by the Oxidative Cyclopropanation Reaction of Silylmethylfullerene. | |
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MedLine Citation:
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PMID: 21534625 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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1,2-Dihydromethano[60]fullerene and its congeners have attracted much interest, but they have only been synthesized in very low yield because of several insurmountable problems. A new three-stage synthesis involving addition of a silylmethylmagnesium chloride to [60]- and [70]fullerene and oxidation of the anionic intermediate with CuCl2 afforded the methano[60]fullerene in 90% and 70% overall yield, respectively. The reaction with 1,4-diorgano[60]fullerene also proceeded smoothly to give a diastereomerically pure 56π-electron fullerene, which has a higher LUMO level than the parent fullerene, and gave a higher open circuit voltage as well as a better power conversion efficiency when fabricated into an organic photovoltaic device. |
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Authors:
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Ying Zhang; Yutaka Matsuo; Chang-Zhi Li; Hideyuki Tanaka; Eiichi Nakamura |
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Publication Detail:
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Type: JOURNAL ARTICLE Date: 2011-5-2 |
Journal Detail:
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Title: Journal of the American Chemical Society Volume: - ISSN: 1520-5126 ISO Abbreviation: - Publication Date: 2011 May |
Date Detail:
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Created Date: 2011-5-3 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 7503056 Medline TA: J Am Chem Soc Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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