A biphasic oxidation of alcohols to aldehydes and ketones using a simplified packed-bed microreactor
We demonstrate the preparation and characterization of a simplified packed-bed microreactor using an immobilized TEMPO catalyst shown to oxidize primary and secondary alcohols via the biphasic Anelli-Montanari protocol. Oxidations occurred in high yields with great stability over time. We observed t...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2009-04-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.5.17 |
| _version_ | 1818657401798131712 |
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| author | Andrew Bogdan D. Tyler McQuade |
| author_facet | Andrew Bogdan D. Tyler McQuade |
| author_sort | Andrew Bogdan |
| collection | DOAJ |
| description | We demonstrate the preparation and characterization of a simplified packed-bed microreactor using an immobilized TEMPO catalyst shown to oxidize primary and secondary alcohols via the biphasic Anelli-Montanari protocol. Oxidations occurred in high yields with great stability over time. We observed that plugs of aqueous oxidant and organic alcohol entered the reactor as plugs but merged into an emulsion on the packed-bed. The emulsion coalesced into larger plugs upon exiting the reactor, leaving the organic product separate from the aqueous by-products. Furthermore, the microreactor oxidized a wide range of alcohols and remained active in excess of 100 trials without showing any loss of catalytic activity. |
| first_indexed | 2024-12-17T03:40:54Z |
| format | Article |
| id | doaj.art-25d005f24d5c4d149c7bdf44ff8ef5ef |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-17T03:40:54Z |
| publishDate | 2009-04-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-25d005f24d5c4d149c7bdf44ff8ef5ef2022-12-21T22:05:01ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972009-04-01511710.3762/bjoc.5.171860-5397-5-17A biphasic oxidation of alcohols to aldehydes and ketones using a simplified packed-bed microreactorAndrew Bogdan0D. Tyler McQuade1Department of Chemistry and Chemical Biology, Cornell University, Ithaca, NY, 14853 USADepartment of Chemistry and Biochemistry, Florida State University, Tallahassee, FL 32306, USA. Fax (850) 644-8281We demonstrate the preparation and characterization of a simplified packed-bed microreactor using an immobilized TEMPO catalyst shown to oxidize primary and secondary alcohols via the biphasic Anelli-Montanari protocol. Oxidations occurred in high yields with great stability over time. We observed that plugs of aqueous oxidant and organic alcohol entered the reactor as plugs but merged into an emulsion on the packed-bed. The emulsion coalesced into larger plugs upon exiting the reactor, leaving the organic product separate from the aqueous by-products. Furthermore, the microreactor oxidized a wide range of alcohols and remained active in excess of 100 trials without showing any loss of catalytic activity.https://doi.org/10.3762/bjoc.5.17alcohol oxidationflow chemistryheterogeneous catalysismicroreactorsTEMPO |
| spellingShingle | Andrew Bogdan D. Tyler McQuade A biphasic oxidation of alcohols to aldehydes and ketones using a simplified packed-bed microreactor Beilstein Journal of Organic Chemistry alcohol oxidation flow chemistry heterogeneous catalysis microreactors TEMPO |
| title | A biphasic oxidation of alcohols to aldehydes and ketones using a simplified packed-bed microreactor |
| title_full | A biphasic oxidation of alcohols to aldehydes and ketones using a simplified packed-bed microreactor |
| title_fullStr | A biphasic oxidation of alcohols to aldehydes and ketones using a simplified packed-bed microreactor |
| title_full_unstemmed | A biphasic oxidation of alcohols to aldehydes and ketones using a simplified packed-bed microreactor |
| title_short | A biphasic oxidation of alcohols to aldehydes and ketones using a simplified packed-bed microreactor |
| title_sort | biphasic oxidation of alcohols to aldehydes and ketones using a simplified packed bed microreactor |
| topic | alcohol oxidation flow chemistry heterogeneous catalysis microreactors TEMPO |
| url | https://doi.org/10.3762/bjoc.5.17 |
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