Multiply exo-Methylated Corannulenes
The curved π-conjugated surface of bowl-shaped corannulene has been multiply methylated to form exo-di-, -tetra-, and -hexamethylated corannulenes. The multimethylations became possible through in-situ iterative reduction/methylation sequences that involve the reduction of corannulenes using sodium...
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| Veröffentlicht in: | Chemistry : a European journal 2023-09, Vol.29 (52), p.e202301557 |
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| container_title | Chemistry : a European journal |
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| creator | Miwa, Kazuhira Aoyagi, Shinobu Amaya, Toru Sasamori, Takahiro Morisako, Shogo Kurogi, Takashi Yorimitsu, Hideki |
| description | The curved π-conjugated surface of bowl-shaped corannulene has been multiply methylated to form exo-di-, -tetra-, and -hexamethylated corannulenes. The multimethylations became possible through in-situ iterative reduction/methylation sequences that involve the reduction of corannulenes using sodium to form the anionic corannulene species, and the subsequent S
2 reaction of the anionic species with reduction-resistant dimethyl sulfate. X-ray diffraction analyses, NMR, MS, UV-Vis measurements, and DFT calculations have revealed the molecular structures of the multimethylated corannulenes and the sequence of the multimethylation. This work has the potential to contribute to the controlled synthesis and characterizations of multifunctionalized fullerenes. |
| doi_str_mv | 10.1002/chem.202301557 |
| format | Article |
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2 reaction of the anionic species with reduction-resistant dimethyl sulfate. X-ray diffraction analyses, NMR, MS, UV-Vis measurements, and DFT calculations have revealed the molecular structures of the multimethylated corannulenes and the sequence of the multimethylation. This work has the potential to contribute to the controlled synthesis and characterizations of multifunctionalized fullerenes.</description><identifier>ISSN: 0947-6539</identifier><identifier>ISSN: 1521-3765</identifier><identifier>EISSN: 1521-3765</identifier><identifier>DOI: 10.1002/chem.202301557</identifier><identifier>PMID: 37302982</identifier><language>eng</language><publisher>Germany: Wiley Subscription Services, Inc</publisher><subject>Chemistry ; Dimethyl sulfate ; Fullerenes ; Methylation ; Molecular structure ; NMR ; Nuclear magnetic resonance ; Reduction ; Sulfate resistance</subject><ispartof>Chemistry : a European journal, 2023-09, Vol.29 (52), p.e202301557</ispartof><rights>2023 Wiley-VCH GmbH.</rights><rights>2023 Wiley‐VCH GmbH</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c363t-4e1508166d1af56d311ddca4a81c41f0b9a7518db41523239aee20e27ffe8c873</citedby><cites>FETCH-LOGICAL-c363t-4e1508166d1af56d311ddca4a81c41f0b9a7518db41523239aee20e27ffe8c873</cites><orcidid>0000-0002-7393-343X ; 0000-0002-7716-0630 ; 0000-0001-5410-8488 ; 0000-0002-0153-1888</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/37302982$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Miwa, Kazuhira</creatorcontrib><creatorcontrib>Aoyagi, Shinobu</creatorcontrib><creatorcontrib>Amaya, Toru</creatorcontrib><creatorcontrib>Sasamori, Takahiro</creatorcontrib><creatorcontrib>Morisako, Shogo</creatorcontrib><creatorcontrib>Kurogi, Takashi</creatorcontrib><creatorcontrib>Yorimitsu, Hideki</creatorcontrib><title>Multiply exo-Methylated Corannulenes</title><title>Chemistry : a European journal</title><addtitle>Chemistry</addtitle><description>The curved π-conjugated surface of bowl-shaped corannulene has been multiply methylated to form exo-di-, -tetra-, and -hexamethylated corannulenes. The multimethylations became possible through in-situ iterative reduction/methylation sequences that involve the reduction of corannulenes using sodium to form the anionic corannulene species, and the subsequent S
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| language | eng |
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| source | Wiley Online Library All Journals |
| subjects | Chemistry Dimethyl sulfate Fullerenes Methylation Molecular structure NMR Nuclear magnetic resonance Reduction Sulfate resistance |
| title | Multiply exo-Methylated Corannulenes |
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