Masked alkynes for synthesis of threaded carbon chains
Polyynes are chains of sp1 carbon atoms with alternating single and triple bonds. As they become longer, they evolve towards carbyne, the 1D allotrope of carbon, and they become increasingly unstable. It has been anticipated that long polyynes could be stabilized by supramolecular encapsulation, by...
| المؤلفون الرئيسيون: | , , , , , |
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| التنسيق: | Journal article |
| اللغة: | English |
| منشور في: |
Springer Nature
2023
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| _version_ | 1826313063672840192 |
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| author | Patrick, CW Gao, Y Gupta, P Thompson, AL Parker, AW Anderson, HL |
| author_facet | Patrick, CW Gao, Y Gupta, P Thompson, AL Parker, AW Anderson, HL |
| author_sort | Patrick, CW |
| collection | OXFORD |
| description | Polyynes are chains of sp1 carbon atoms with alternating single and triple bonds. As they become longer, they evolve towards carbyne, the 1D allotrope of carbon, and they become increasingly unstable. It has been anticipated that long polyynes could be stabilized by supramolecular encapsulation, by threading them through macrocycles to form polyrotaxanes—but, until now, polyyne polyrotaxanes with many threaded macrocycles have been synthetically inaccessible. Here we show that masked alkynes, in which the C≡C triple bond is temporarily coordinated to cobalt, can be used to synthesize polyrotaxanes, up to the C68 [5]rotaxane with 34 contiguous triple bonds and four threaded macrocycles. This is the length regime at which the electronic properties of polyynes converge to those of carbyne. Cyclocarbons constitute a related family of molecular carbon allotropes, and cobalt-masked alkynes also provide a route to [3]catenanes and [5]catenanes built around cobalt complexes of cyclo[40]carbon and cyclo[80]carbon, respectively. |
| first_indexed | 2024-03-07T08:12:34Z |
| format | Journal article |
| id | oxford-uuid:5cf403c6-7b2d-4f4d-af93-aa2cb5a32014 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-09-25T04:06:56Z |
| publishDate | 2023 |
| publisher | Springer Nature |
| record_format | dspace |
| spelling | oxford-uuid:5cf403c6-7b2d-4f4d-af93-aa2cb5a320142024-06-04T09:02:05ZMasked alkynes for synthesis of threaded carbon chainsJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:5cf403c6-7b2d-4f4d-af93-aa2cb5a32014EnglishSymplectic ElementsSpringer Nature2023Patrick, CWGao, YGupta, PThompson, ALParker, AWAnderson, HLPolyynes are chains of sp1 carbon atoms with alternating single and triple bonds. As they become longer, they evolve towards carbyne, the 1D allotrope of carbon, and they become increasingly unstable. It has been anticipated that long polyynes could be stabilized by supramolecular encapsulation, by threading them through macrocycles to form polyrotaxanes—but, until now, polyyne polyrotaxanes with many threaded macrocycles have been synthetically inaccessible. Here we show that masked alkynes, in which the C≡C triple bond is temporarily coordinated to cobalt, can be used to synthesize polyrotaxanes, up to the C68 [5]rotaxane with 34 contiguous triple bonds and four threaded macrocycles. This is the length regime at which the electronic properties of polyynes converge to those of carbyne. Cyclocarbons constitute a related family of molecular carbon allotropes, and cobalt-masked alkynes also provide a route to [3]catenanes and [5]catenanes built around cobalt complexes of cyclo[40]carbon and cyclo[80]carbon, respectively. |
| spellingShingle | Patrick, CW Gao, Y Gupta, P Thompson, AL Parker, AW Anderson, HL Masked alkynes for synthesis of threaded carbon chains |
| title | Masked alkynes for synthesis of threaded carbon chains |
| title_full | Masked alkynes for synthesis of threaded carbon chains |
| title_fullStr | Masked alkynes for synthesis of threaded carbon chains |
| title_full_unstemmed | Masked alkynes for synthesis of threaded carbon chains |
| title_short | Masked alkynes for synthesis of threaded carbon chains |
| title_sort | masked alkynes for synthesis of threaded carbon chains |
| work_keys_str_mv | AT patrickcw maskedalkynesforsynthesisofthreadedcarbonchains AT gaoy maskedalkynesforsynthesisofthreadedcarbonchains AT guptap maskedalkynesforsynthesisofthreadedcarbonchains AT thompsonal maskedalkynesforsynthesisofthreadedcarbonchains AT parkeraw maskedalkynesforsynthesisofthreadedcarbonchains AT andersonhl maskedalkynesforsynthesisofthreadedcarbonchains |