Chemoselective photocatalytic oxidation of alcohols to aldehydes and ketones by nitromethane on titanium dioxide under violet 400 nm LED light irradiation
In this study, for the first time, nitroalkanes, especially nitromethane, have been used as electron acceptors for the highly chemoselective oxidation of alcohols in the presence of a TiO 2 photocatalyst under 400 nm LED irradiation. The reactions showed excellent selectivity for the production of a...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2020-03, Vol.18 (12), p.2326-233 |
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| creator | Rahimi Niaraki, Azam Saraee, Mohammad Reza Kazemi, Foad Kaboudin, Babak |
| description | In this study, for the first time, nitroalkanes, especially nitromethane, have been used as electron acceptors for the highly chemoselective oxidation of alcohols in the presence of a TiO
2
photocatalyst under 400 nm LED irradiation. The reactions showed excellent selectivity for the production of aldehydes. Interestingly, aldehydes such as benzaldehyde and
p
-methoxybenzaldehyde are stable under the reaction conditions. In the case of the use of 2-nitropropane and 2-methyl-2-nitropropane, the product imine, which is the result of the reaction of the aldehyde with aliphatic amine, is also obtained.
In this study, for the first time, nitroalkanes, especially nitromethane, have been used as electron acceptors for the highly chemoselective oxidation of alcohols in the presence of a TiO
2
photocatalyst under 400 nm LED irradiation. |
| doi_str_mv | 10.1039/c9ob02183c |
| format | Article |
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2
photocatalyst under 400 nm LED irradiation. The reactions showed excellent selectivity for the production of aldehydes. Interestingly, aldehydes such as benzaldehyde and
p
-methoxybenzaldehyde are stable under the reaction conditions. In the case of the use of 2-nitropropane and 2-methyl-2-nitropropane, the product imine, which is the result of the reaction of the aldehyde with aliphatic amine, is also obtained.
In this study, for the first time, nitroalkanes, especially nitromethane, have been used as electron acceptors for the highly chemoselective oxidation of alcohols in the presence of a TiO
2
photocatalyst under 400 nm LED irradiation.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/c9ob02183c</identifier><identifier>PMID: 32159190</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Alcohols ; Aldehydes ; Aliphatic amines ; Benzaldehyde ; Irradiation ; Ketones ; Light emitting diodes ; Light irradiation ; Nitromethane ; Nitropropane ; Oxidation ; Photocatalysis ; Photooxidation ; Radiation ; Selectivity ; Titanium dioxide</subject><ispartof>Organic & biomolecular chemistry, 2020-03, Vol.18 (12), p.2326-233</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c363t-f58e57378dfe7520a97e3355101016ff562f2bf591952b78b3da270def3d9a683</citedby><cites>FETCH-LOGICAL-c363t-f58e57378dfe7520a97e3355101016ff562f2bf591952b78b3da270def3d9a683</cites><orcidid>0000-0001-8877-1173</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32159190$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Rahimi Niaraki, Azam</creatorcontrib><creatorcontrib>Saraee, Mohammad Reza</creatorcontrib><creatorcontrib>Kazemi, Foad</creatorcontrib><creatorcontrib>Kaboudin, Babak</creatorcontrib><title>Chemoselective photocatalytic oxidation of alcohols to aldehydes and ketones by nitromethane on titanium dioxide under violet 400 nm LED light irradiation</title><title>Organic & biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>In this study, for the first time, nitroalkanes, especially nitromethane, have been used as electron acceptors for the highly chemoselective oxidation of alcohols in the presence of a TiO
2
photocatalyst under 400 nm LED irradiation. The reactions showed excellent selectivity for the production of aldehydes. Interestingly, aldehydes such as benzaldehyde and
p
-methoxybenzaldehyde are stable under the reaction conditions. In the case of the use of 2-nitropropane and 2-methyl-2-nitropropane, the product imine, which is the result of the reaction of the aldehyde with aliphatic amine, is also obtained.
In this study, for the first time, nitroalkanes, especially nitromethane, have been used as electron acceptors for the highly chemoselective oxidation of alcohols in the presence of a TiO
2
photocatalyst under 400 nm LED irradiation.</description><subject>Alcohols</subject><subject>Aldehydes</subject><subject>Aliphatic amines</subject><subject>Benzaldehyde</subject><subject>Irradiation</subject><subject>Ketones</subject><subject>Light emitting diodes</subject><subject>Light irradiation</subject><subject>Nitromethane</subject><subject>Nitropropane</subject><subject>Oxidation</subject><subject>Photocatalysis</subject><subject>Photooxidation</subject><subject>Radiation</subject><subject>Selectivity</subject><subject>Titanium dioxide</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kU9vFCEYxomxsbV68a7BeDNZ5c8yDMc6VmuySS96njDw4lBnYAWmcb9KP23Zbl1vhgNP8vx43rw8CL2i5AMlXH00Kg6E0ZabJ-iMrqVcEcHV06Nm5BQ9z_mGEKpks36GTjmjQlFFztBdN8IcM0xgir8FvB1jiUYXPe2KNzj-8VYXHwOODuvJxDFOGZdYtYVxZyFjHSz-BSWGqocdDr6kOEMZdQBc3xVfdPDLjK3fhwFegoWEb32coOA1ITjMeHP5GU_-51iwT0lb_zDyBTpxesrw8vE-Rz--XH7vrlab66_fuovNyvCGl5UTLQjJZWsdyLqrVhI4F4KSehrnRMMcG9x-X8EG2Q7caiaJBcet0k3Lz9G7Q-42xd8L5NLfxCWFOrJnvGWipYzRSr0_UCbFnBO4fpv8rNOup6Tf19B36vrTQw1dhd88Ri7DDPaI_v33Crw-ACmbo_uvx-q__Z_fb63j92Bfmgk</recordid><startdate>20200325</startdate><enddate>20200325</enddate><creator>Rahimi Niaraki, Azam</creator><creator>Saraee, Mohammad Reza</creator><creator>Kazemi, Foad</creator><creator>Kaboudin, Babak</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><orcidid>https://orcid.org/0000-0001-8877-1173</orcidid></search><sort><creationdate>20200325</creationdate><title>Chemoselective photocatalytic oxidation of alcohols to aldehydes and ketones by nitromethane on titanium dioxide under violet 400 nm LED light irradiation</title><author>Rahimi Niaraki, Azam ; Saraee, Mohammad Reza ; Kazemi, Foad ; Kaboudin, Babak</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c363t-f58e57378dfe7520a97e3355101016ff562f2bf591952b78b3da270def3d9a683</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Alcohols</topic><topic>Aldehydes</topic><topic>Aliphatic amines</topic><topic>Benzaldehyde</topic><topic>Irradiation</topic><topic>Ketones</topic><topic>Light emitting diodes</topic><topic>Light irradiation</topic><topic>Nitromethane</topic><topic>Nitropropane</topic><topic>Oxidation</topic><topic>Photocatalysis</topic><topic>Photooxidation</topic><topic>Radiation</topic><topic>Selectivity</topic><topic>Titanium dioxide</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Rahimi Niaraki, Azam</creatorcontrib><creatorcontrib>Saraee, Mohammad Reza</creatorcontrib><creatorcontrib>Kazemi, Foad</creatorcontrib><creatorcontrib>Kaboudin, Babak</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Rahimi Niaraki, Azam</au><au>Saraee, Mohammad Reza</au><au>Kazemi, Foad</au><au>Kaboudin, Babak</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Chemoselective photocatalytic oxidation of alcohols to aldehydes and ketones by nitromethane on titanium dioxide under violet 400 nm LED light irradiation</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2020-03-25</date><risdate>2020</risdate><volume>18</volume><issue>12</issue><spage>2326</spage><epage>233</epage><pages>2326-233</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>In this study, for the first time, nitroalkanes, especially nitromethane, have been used as electron acceptors for the highly chemoselective oxidation of alcohols in the presence of a TiO
2
photocatalyst under 400 nm LED irradiation. The reactions showed excellent selectivity for the production of aldehydes. Interestingly, aldehydes such as benzaldehyde and
p
-methoxybenzaldehyde are stable under the reaction conditions. In the case of the use of 2-nitropropane and 2-methyl-2-nitropropane, the product imine, which is the result of the reaction of the aldehyde with aliphatic amine, is also obtained.
In this study, for the first time, nitroalkanes, especially nitromethane, have been used as electron acceptors for the highly chemoselective oxidation of alcohols in the presence of a TiO
2
photocatalyst under 400 nm LED irradiation.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>32159190</pmid><doi>10.1039/c9ob02183c</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0001-8877-1173</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1477-0520 |
| ispartof | Organic & biomolecular chemistry, 2020-03, Vol.18 (12), p.2326-233 |
| issn | 1477-0520 1477-0539 |
| language | eng |
| recordid | cdi_rsc_primary_c9ob02183c |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Alcohols Aldehydes Aliphatic amines Benzaldehyde Irradiation Ketones Light emitting diodes Light irradiation Nitromethane Nitropropane Oxidation Photocatalysis Photooxidation Radiation Selectivity Titanium dioxide |
| title | Chemoselective photocatalytic oxidation of alcohols to aldehydes and ketones by nitromethane on titanium dioxide under violet 400 nm LED light irradiation |
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