Synthesis and properties of bis-corannulenes
Corannulenecarbaldehyde and corannulenylmethyl triphenylphosphonium bromide are combined through the Wittig olefination reaction to furnish dicorannulenylethene with 70% yield. A subsequent oxidative photocyclization leads to annulation of the corannulene nuclei to produce a C42H18 nanographene stru...
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| Main Authors: | , , |
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| Other Authors: | |
| Format: | Article |
| Language: | English |
| Published: |
2022
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| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/160360 |
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| Institution: | Nanyang Technological University |
| Language: | English |
| Summary: | Corannulenecarbaldehyde and corannulenylmethyl triphenylphosphonium bromide are combined through the Wittig olefination reaction to furnish dicorannulenylethene with 70% yield. A subsequent oxidative photocyclization leads to annulation of the corannulene nuclei to produce a C42H18 nanographene structure in 59% yield. Interestingly, only the trans isomer of the dicorannulenylethene forms cocrystals with fullerene C60 through concave-convex and convex-convex π-π stacking interactions. The Mallory photocyclization could be extended to a phenanthrene-based diarylethene precursor to yield a large bicorannulene system. |
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