[2+2]-Photocycloadditions of 1,4-Naphthoquinone Under Batch and Continuous-Flow Conditions
A series of [2+2]-photocycloadditions of 1,4-naphthoquinone with various alkenes and diphenylacetylene were investigated under batch and continuous-flow conditions. Acetone-sensitization furnished the corresponding photoadducts in good to excellent yields and purities. Compared to batch operations t...
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| Format: | Article |
| Language: | English |
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MDPI AG
2024-12-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/29/24/5920 |
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| author | Madyan A. Yaseen Zhifang Guo Peter C. Junk Michael Oelgemöller |
| author_facet | Madyan A. Yaseen Zhifang Guo Peter C. Junk Michael Oelgemöller |
| author_sort | Madyan A. Yaseen |
| collection | DOAJ |
| description | A series of [2+2]-photocycloadditions of 1,4-naphthoquinone with various alkenes and diphenylacetylene were investigated under batch and continuous-flow conditions. Acetone-sensitization furnished the corresponding photoadducts in good to excellent yields and purities. Compared to batch operations that demanded exhaustive irradiation times of 10–13 h, the flow process generally gave superior conversions and subsequently yields with a residence time of just 60 min. The structures of several photoaddition products were further determined by crystal structure analysis. |
| format | Article |
| id | doaj-art-e1b4e88c9c8c45c0b73ff2f8dcc937e6 |
| institution | Kabale University |
| issn | 1420-3049 |
| language | English |
| publishDate | 2024-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj-art-e1b4e88c9c8c45c0b73ff2f8dcc937e62024-12-27T14:42:39ZengMDPI AGMolecules1420-30492024-12-012924592010.3390/molecules29245920[2+2]-Photocycloadditions of 1,4-Naphthoquinone Under Batch and Continuous-Flow ConditionsMadyan A. Yaseen0Zhifang Guo1Peter C. Junk2Michael Oelgemöller3College of Science and Engineering, James Cook University, Townsville, QLD 4811, AustraliaCollege of Science and Engineering, James Cook University, Townsville, QLD 4811, AustraliaCollege of Science and Engineering, James Cook University, Townsville, QLD 4811, AustraliaCollege of Science and Engineering, James Cook University, Townsville, QLD 4811, AustraliaA series of [2+2]-photocycloadditions of 1,4-naphthoquinone with various alkenes and diphenylacetylene were investigated under batch and continuous-flow conditions. Acetone-sensitization furnished the corresponding photoadducts in good to excellent yields and purities. Compared to batch operations that demanded exhaustive irradiation times of 10–13 h, the flow process generally gave superior conversions and subsequently yields with a residence time of just 60 min. The structures of several photoaddition products were further determined by crystal structure analysis.https://www.mdpi.com/1420-3049/29/24/5920photocycloadditionnaphthoquinonescyclobutanescontinuous-flow photochemistry |
| spellingShingle | Madyan A. Yaseen Zhifang Guo Peter C. Junk Michael Oelgemöller [2+2]-Photocycloadditions of 1,4-Naphthoquinone Under Batch and Continuous-Flow Conditions Molecules photocycloaddition naphthoquinones cyclobutanes continuous-flow photochemistry |
| title | [2+2]-Photocycloadditions of 1,4-Naphthoquinone Under Batch and Continuous-Flow Conditions |
| title_full | [2+2]-Photocycloadditions of 1,4-Naphthoquinone Under Batch and Continuous-Flow Conditions |
| title_fullStr | [2+2]-Photocycloadditions of 1,4-Naphthoquinone Under Batch and Continuous-Flow Conditions |
| title_full_unstemmed | [2+2]-Photocycloadditions of 1,4-Naphthoquinone Under Batch and Continuous-Flow Conditions |
| title_short | [2+2]-Photocycloadditions of 1,4-Naphthoquinone Under Batch and Continuous-Flow Conditions |
| title_sort | 2 2 photocycloadditions of 1 4 naphthoquinone under batch and continuous flow conditions |
| topic | photocycloaddition naphthoquinones cyclobutanes continuous-flow photochemistry |
| url | https://www.mdpi.com/1420-3049/29/24/5920 |
| work_keys_str_mv | AT madyanayaseen 22photocycloadditionsof14naphthoquinoneunderbatchandcontinuousflowconditions AT zhifangguo 22photocycloadditionsof14naphthoquinoneunderbatchandcontinuousflowconditions AT petercjunk 22photocycloadditionsof14naphthoquinoneunderbatchandcontinuousflowconditions AT michaeloelgemoller 22photocycloadditionsof14naphthoquinoneunderbatchandcontinuousflowconditions |