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An S10-Symmetric 5-Fold Interlocked [2]Catenane
The reaction of sym -pentakis(4-aminothiophenyl)corannulene with 2-formyl-6-methylpyridine and Cu I or 2-formyl-1,10-phenanthroline and M II (M = Co, Zn) yields an S 10 -symmetric 5-fold interlocked [2]catenane of two interpenetrating [Cu I 5 L 2 ] 5+ cages or D 5 -symmetric [M II 5 L 2 ] 10+ cages,...
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| Published in: | Journal of the American Chemical Society 2020-06, Vol.142 (23), p.10267-10272 |
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| Main Authors: | , , , , |
| Format: | Article |
| Language: | English |
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| Online Access: | Get full text |
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| container_end_page | 10272 |
| container_issue | 23 |
| container_start_page | 10267 |
| container_title | Journal of the American Chemical Society |
| container_volume | 142 |
| creator | Ronson, Tanya K Wang, Yujia Baldridge, Kim Siegel, Jay S Nitschke, Jonathan R |
| description | The
reaction of
sym
-pentakis(4-aminothiophenyl)corannulene
with 2-formyl-6-methylpyridine and Cu
I
or 2-formyl-1,10-phenanthroline
and M
II
(M = Co, Zn) yields an
S
10
-symmetric 5-fold interlocked [2]catenane of two interpenetrating
[Cu
I
5
L
2
]
5+
cages or
D
5
-symmetric [M
II
5
L
2
]
10+
cages, respectively. The new structures were
characterized by X-ray crystallography, NMR spectroscopy, and mass
spectrometry. Density functional theory computations point to dispersive
energies on par with traditional covalent bond energies. Subcomponent
exchange reactions favored formation of the [Co
II
5
L
2
]
10+
cage over the [Cu
I
10
L
4
]
10+
catenane. The single cage and catenane
each cocrystallized with a corannulene guest to form a bowl-in-bowl
substructure. |
| doi_str_mv | 10.1021/jacs.0c03349 |
| format | article |
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reaction of
sym
-pentakis(4-aminothiophenyl)corannulene
with 2-formyl-6-methylpyridine and Cu
I
or 2-formyl-1,10-phenanthroline
and M
II
(M = Co, Zn) yields an
S
10
-symmetric 5-fold interlocked [2]catenane of two interpenetrating
[Cu
I
5
L
2
]
5+
cages or
D
5
-symmetric [M
II
5
L
2
]
10+
cages, respectively. The new structures were
characterized by X-ray crystallography, NMR spectroscopy, and mass
spectrometry. Density functional theory computations point to dispersive
energies on par with traditional covalent bond energies. Subcomponent
exchange reactions favored formation of the [Co
II
5
L
2
]
10+
cage over the [Cu
I
10
L
4
]
10+
catenane. The single cage and catenane
each cocrystallized with a corannulene guest to form a bowl-in-bowl
substructure.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/jacs.0c03349</identifier><identifier>PMID: 32453562</identifier><language>eng</language><publisher>American Chemical Society</publisher><subject>Communication</subject><ispartof>Journal of the American Chemical Society, 2020-06, Vol.142 (23), p.10267-10272</ispartof><rights>Copyright © 2020 American Chemical Society 2020 American Chemical Society</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,27924,27925</link.rule.ids></links><search><creatorcontrib>Ronson, Tanya K</creatorcontrib><creatorcontrib>Wang, Yujia</creatorcontrib><creatorcontrib>Baldridge, Kim</creatorcontrib><creatorcontrib>Siegel, Jay S</creatorcontrib><creatorcontrib>Nitschke, Jonathan R</creatorcontrib><title>An S10-Symmetric 5-Fold Interlocked [2]Catenane</title><title>Journal of the American Chemical Society</title><description>The
reaction of
sym
-pentakis(4-aminothiophenyl)corannulene
with 2-formyl-6-methylpyridine and Cu
I
or 2-formyl-1,10-phenanthroline
and M
II
(M = Co, Zn) yields an
S
10
-symmetric 5-fold interlocked [2]catenane of two interpenetrating
[Cu
I
5
L
2
]
5+
cages or
D
5
-symmetric [M
II
5
L
2
]
10+
cages, respectively. The new structures were
characterized by X-ray crystallography, NMR spectroscopy, and mass
spectrometry. Density functional theory computations point to dispersive
energies on par with traditional covalent bond energies. Subcomponent
exchange reactions favored formation of the [Co
II
5
L
2
]
10+
cage over the [Cu
I
10
L
4
]
10+
catenane. The single cage and catenane
each cocrystallized with a corannulene guest to form a bowl-in-bowl
substructure.</description><subject>Communication</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNpVj0tLAzEUhYMotlZ3_oBZukl7c_OYyUYoxWqh4KK6Egm3SapT51EnU6H_3opuXB0O5-ODw9i1gLEAFJMt-TQGD1Iqe8KGQiNwLdCcsiEAIM8LIwfsIqXtsSosxDkbSFRaaoNDNpk22UoAXx3qOvZd6TPN520VskXTx65q_UcM2Qu-zqiPDTXxkp1tqErx6i9H7Hl-9zR74MvH-8VsuuRbNGi50kQ6gN3oXBbReiFzgyrqkIdwBAoK2uQUgDRZ0DZ4rdbKQCQRYW2ElCN2--vd7dd1DD42fUeV23VlTd3BtVS6_0tTvru39svlaIXUP4KbP0HXfu5j6l1dJh-r6nii3SeHCnIpUBglvwFkrF24</recordid><startdate>20200610</startdate><enddate>20200610</enddate><creator>Ronson, Tanya K</creator><creator>Wang, Yujia</creator><creator>Baldridge, Kim</creator><creator>Siegel, Jay S</creator><creator>Nitschke, Jonathan R</creator><general>American Chemical Society</general><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>20200610</creationdate><title>An S10-Symmetric 5-Fold Interlocked [2]Catenane</title><author>Ronson, Tanya K ; Wang, Yujia ; Baldridge, Kim ; Siegel, Jay S ; Nitschke, Jonathan R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-j2629-45aa5d09f5738e9c137624e5d7dd2628ad567ad0a5a9059dc54b460ea1e0b6133</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Communication</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ronson, Tanya K</creatorcontrib><creatorcontrib>Wang, Yujia</creatorcontrib><creatorcontrib>Baldridge, Kim</creatorcontrib><creatorcontrib>Siegel, Jay S</creatorcontrib><creatorcontrib>Nitschke, Jonathan R</creatorcontrib><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ronson, Tanya K</au><au>Wang, Yujia</au><au>Baldridge, Kim</au><au>Siegel, Jay S</au><au>Nitschke, Jonathan R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An S10-Symmetric 5-Fold Interlocked [2]Catenane</atitle><jtitle>Journal of the American Chemical Society</jtitle><date>2020-06-10</date><risdate>2020</risdate><volume>142</volume><issue>23</issue><spage>10267</spage><epage>10272</epage><pages>10267-10272</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><abstract>The
reaction of
sym
-pentakis(4-aminothiophenyl)corannulene
with 2-formyl-6-methylpyridine and Cu
I
or 2-formyl-1,10-phenanthroline
and M
II
(M = Co, Zn) yields an
S
10
-symmetric 5-fold interlocked [2]catenane of two interpenetrating
[Cu
I
5
L
2
]
5+
cages or
D
5
-symmetric [M
II
5
L
2
]
10+
cages, respectively. The new structures were
characterized by X-ray crystallography, NMR spectroscopy, and mass
spectrometry. Density functional theory computations point to dispersive
energies on par with traditional covalent bond energies. Subcomponent
exchange reactions favored formation of the [Co
II
5
L
2
]
10+
cage over the [Cu
I
10
L
4
]
10+
catenane. The single cage and catenane
each cocrystallized with a corannulene guest to form a bowl-in-bowl
substructure.</abstract><pub>American Chemical Society</pub><pmid>32453562</pmid><doi>10.1021/jacs.0c03349</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0002-7863 |
| ispartof | Journal of the American Chemical Society, 2020-06, Vol.142 (23), p.10267-10272 |
| issn | 0002-7863 1520-5126 |
| language | eng |
| recordid | cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_7291353 |
| source | American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list) |
| subjects | Communication |
| title | An S10-Symmetric 5-Fold Interlocked [2]Catenane |
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