Design, Synthesis, and Applications of a Vanadium Complex: An Effective Catalyst for the Direct Conversion of Alcohols and Aldehydes to Esters
A novel bench-stable V-catalyst [(L2)VIVO](ClO4) was synthesized and characterized by X-ray diffraction (XRD) analysis and FT-IR, UV–visible, and EPR spectroscopies, which confirmed its excellent catalytic activity. In application, aldehydes are rapidly converted into their corresponding esters wi...
Gespeichert in:
Veröffentlicht in: | Journal of organic chemistry 2023-05, Vol.88 (9), p.5696-5703 |
---|---|
Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 5703 |
---|---|
container_issue | 9 |
container_start_page | 5696 |
container_title | Journal of organic chemistry |
container_volume | 88 |
creator | Mali, Ghanshyam Verma, Indresh Arora, Himanshu Rajput, Amit Kumar, Akhilesh Erande, Rohan D. |
description | A novel bench-stable V-catalyst [(L2)VIVO](ClO4) was synthesized and characterized by X-ray diffraction (XRD) analysis and FT-IR, UV–visible, and EPR spectroscopies, which confirmed its excellent catalytic activity. In application, aldehydes are rapidly converted into their corresponding esters without additives in a one-pot manner using a newly developed catalyst [(L2)VIVO](ClO4) and H2O2 as a green oxidant. The developed method is compatible with a broad range of densely substituted aldehydes and allows for the facile preparation of aliphatic, aromatic, and heterocyclic esters, including esters derived from CD3OD, methanol, ethanol, iso-propanol, n-butanol, sec-butyl alcohol, and propargylic alcohol. Gratifyingly, numerous alcohols also directly converted to their corresponding esters in a one-pot manner. We disclose herein the direct conversion of two different functionalities (alcohols and aldehydes) into esters (33 examples) with satisfactory yields, showing the potential of the developed catalyst toward varied oxidative organic transformations in a one-pot manner. |
doi_str_mv | 10.1021/acs.joc.3c00159 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2797144508</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2797144508</sourcerecordid><originalsourceid>FETCH-LOGICAL-a333t-ca3d1319c8adfef20d1cd5a796a180338336a8dfa16648fb395f2997ed1519943</originalsourceid><addsrcrecordid>eNp1kUtv1DAURi0EotPCmh3yEqnN1I84idmNpsNDqsQC2m106weTyrGD7VSdP9HfXFcZ2OHNteRzj3Xvh9AHStaUMHoJKq3vg1pzRQgV8hVaUcFI1UhSv0YrQhirOGv4CTpN6Z6UI4R4i054SxjhHV-hpyuTht_-Av88-Lwv93SBwWu8mSY3KMhD8AkHiwHfggc9zCPehnFy5vEz3ni8s9aoPDwYvIUM7pAytiHiYsJXQyxPhfYPJqbiedFsnAr74NLyh9Nmf9Am4RzwLuWCvUNvLLhk3h_rGbr5svu1_VZd__j6fbu5roBznisFXFNOpepAW2MZ0VRpAa1sgHaEl8l4A522QJum7uwdl8IyKVujqaBS1vwMfVq8Uwx_ZpNyPw5JGefAmzCnnrWypXUtSFfQywVVMaQUje2nOIwQDz0l_UsIfQmhLyH0xxBKx8ejfL4bjf7H_916Ac4XYOmcoy-z_lf3DCJhkuI</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2797144508</pqid></control><display><type>article</type><title>Design, Synthesis, and Applications of a Vanadium Complex: An Effective Catalyst for the Direct Conversion of Alcohols and Aldehydes to Esters</title><source>American Chemical Society Journals</source><creator>Mali, Ghanshyam ; Verma, Indresh ; Arora, Himanshu ; Rajput, Amit ; Kumar, Akhilesh ; Erande, Rohan D.</creator><creatorcontrib>Mali, Ghanshyam ; Verma, Indresh ; Arora, Himanshu ; Rajput, Amit ; Kumar, Akhilesh ; Erande, Rohan D.</creatorcontrib><description>A novel bench-stable V-catalyst [(L2)VIVO](ClO4) was synthesized and characterized by X-ray diffraction (XRD) analysis and FT-IR, UV–visible, and EPR spectroscopies, which confirmed its excellent catalytic activity. In application, aldehydes are rapidly converted into their corresponding esters without additives in a one-pot manner using a newly developed catalyst [(L2)VIVO](ClO4) and H2O2 as a green oxidant. The developed method is compatible with a broad range of densely substituted aldehydes and allows for the facile preparation of aliphatic, aromatic, and heterocyclic esters, including esters derived from CD3OD, methanol, ethanol, iso-propanol, n-butanol, sec-butyl alcohol, and propargylic alcohol. Gratifyingly, numerous alcohols also directly converted to their corresponding esters in a one-pot manner. We disclose herein the direct conversion of two different functionalities (alcohols and aldehydes) into esters (33 examples) with satisfactory yields, showing the potential of the developed catalyst toward varied oxidative organic transformations in a one-pot manner.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/acs.joc.3c00159</identifier><identifier>PMID: 37020383</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Journal of organic chemistry, 2023-05, Vol.88 (9), p.5696-5703</ispartof><rights>2023 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a333t-ca3d1319c8adfef20d1cd5a796a180338336a8dfa16648fb395f2997ed1519943</citedby><cites>FETCH-LOGICAL-a333t-ca3d1319c8adfef20d1cd5a796a180338336a8dfa16648fb395f2997ed1519943</cites><orcidid>0000-0002-8763-5353 ; 0000-0002-0388-3203</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.joc.3c00159$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.joc.3c00159$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/37020383$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Mali, Ghanshyam</creatorcontrib><creatorcontrib>Verma, Indresh</creatorcontrib><creatorcontrib>Arora, Himanshu</creatorcontrib><creatorcontrib>Rajput, Amit</creatorcontrib><creatorcontrib>Kumar, Akhilesh</creatorcontrib><creatorcontrib>Erande, Rohan D.</creatorcontrib><title>Design, Synthesis, and Applications of a Vanadium Complex: An Effective Catalyst for the Direct Conversion of Alcohols and Aldehydes to Esters</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>A novel bench-stable V-catalyst [(L2)VIVO](ClO4) was synthesized and characterized by X-ray diffraction (XRD) analysis and FT-IR, UV–visible, and EPR spectroscopies, which confirmed its excellent catalytic activity. In application, aldehydes are rapidly converted into their corresponding esters without additives in a one-pot manner using a newly developed catalyst [(L2)VIVO](ClO4) and H2O2 as a green oxidant. The developed method is compatible with a broad range of densely substituted aldehydes and allows for the facile preparation of aliphatic, aromatic, and heterocyclic esters, including esters derived from CD3OD, methanol, ethanol, iso-propanol, n-butanol, sec-butyl alcohol, and propargylic alcohol. Gratifyingly, numerous alcohols also directly converted to their corresponding esters in a one-pot manner. We disclose herein the direct conversion of two different functionalities (alcohols and aldehydes) into esters (33 examples) with satisfactory yields, showing the potential of the developed catalyst toward varied oxidative organic transformations in a one-pot manner.</description><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp1kUtv1DAURi0EotPCmh3yEqnN1I84idmNpsNDqsQC2m106weTyrGD7VSdP9HfXFcZ2OHNteRzj3Xvh9AHStaUMHoJKq3vg1pzRQgV8hVaUcFI1UhSv0YrQhirOGv4CTpN6Z6UI4R4i054SxjhHV-hpyuTht_-Av88-Lwv93SBwWu8mSY3KMhD8AkHiwHfggc9zCPehnFy5vEz3ni8s9aoPDwYvIUM7pAytiHiYsJXQyxPhfYPJqbiedFsnAr74NLyh9Nmf9Am4RzwLuWCvUNvLLhk3h_rGbr5svu1_VZd__j6fbu5roBznisFXFNOpepAW2MZ0VRpAa1sgHaEl8l4A522QJum7uwdl8IyKVujqaBS1vwMfVq8Uwx_ZpNyPw5JGefAmzCnnrWypXUtSFfQywVVMaQUje2nOIwQDz0l_UsIfQmhLyH0xxBKx8ejfL4bjf7H_916Ac4XYOmcoy-z_lf3DCJhkuI</recordid><startdate>20230505</startdate><enddate>20230505</enddate><creator>Mali, Ghanshyam</creator><creator>Verma, Indresh</creator><creator>Arora, Himanshu</creator><creator>Rajput, Amit</creator><creator>Kumar, Akhilesh</creator><creator>Erande, Rohan D.</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-8763-5353</orcidid><orcidid>https://orcid.org/0000-0002-0388-3203</orcidid></search><sort><creationdate>20230505</creationdate><title>Design, Synthesis, and Applications of a Vanadium Complex: An Effective Catalyst for the Direct Conversion of Alcohols and Aldehydes to Esters</title><author>Mali, Ghanshyam ; Verma, Indresh ; Arora, Himanshu ; Rajput, Amit ; Kumar, Akhilesh ; Erande, Rohan D.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a333t-ca3d1319c8adfef20d1cd5a796a180338336a8dfa16648fb395f2997ed1519943</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mali, Ghanshyam</creatorcontrib><creatorcontrib>Verma, Indresh</creatorcontrib><creatorcontrib>Arora, Himanshu</creatorcontrib><creatorcontrib>Rajput, Amit</creatorcontrib><creatorcontrib>Kumar, Akhilesh</creatorcontrib><creatorcontrib>Erande, Rohan D.</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mali, Ghanshyam</au><au>Verma, Indresh</au><au>Arora, Himanshu</au><au>Rajput, Amit</au><au>Kumar, Akhilesh</au><au>Erande, Rohan D.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design, Synthesis, and Applications of a Vanadium Complex: An Effective Catalyst for the Direct Conversion of Alcohols and Aldehydes to Esters</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2023-05-05</date><risdate>2023</risdate><volume>88</volume><issue>9</issue><spage>5696</spage><epage>5703</epage><pages>5696-5703</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><abstract>A novel bench-stable V-catalyst [(L2)VIVO](ClO4) was synthesized and characterized by X-ray diffraction (XRD) analysis and FT-IR, UV–visible, and EPR spectroscopies, which confirmed its excellent catalytic activity. In application, aldehydes are rapidly converted into their corresponding esters without additives in a one-pot manner using a newly developed catalyst [(L2)VIVO](ClO4) and H2O2 as a green oxidant. The developed method is compatible with a broad range of densely substituted aldehydes and allows for the facile preparation of aliphatic, aromatic, and heterocyclic esters, including esters derived from CD3OD, methanol, ethanol, iso-propanol, n-butanol, sec-butyl alcohol, and propargylic alcohol. Gratifyingly, numerous alcohols also directly converted to their corresponding esters in a one-pot manner. We disclose herein the direct conversion of two different functionalities (alcohols and aldehydes) into esters (33 examples) with satisfactory yields, showing the potential of the developed catalyst toward varied oxidative organic transformations in a one-pot manner.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>37020383</pmid><doi>10.1021/acs.joc.3c00159</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-8763-5353</orcidid><orcidid>https://orcid.org/0000-0002-0388-3203</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0022-3263 |
ispartof | Journal of organic chemistry, 2023-05, Vol.88 (9), p.5696-5703 |
issn | 0022-3263 1520-6904 |
language | eng |
recordid | cdi_proquest_miscellaneous_2797144508 |
source | American Chemical Society Journals |
title | Design, Synthesis, and Applications of a Vanadium Complex: An Effective Catalyst for the Direct Conversion of Alcohols and Aldehydes to Esters |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-03T15%3A33%3A30IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Design,%20Synthesis,%20and%20Applications%20of%20a%20Vanadium%20Complex:%20An%20Effective%20Catalyst%20for%20the%20Direct%20Conversion%20of%20Alcohols%20and%20Aldehydes%20to%20Esters&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Mali,%20Ghanshyam&rft.date=2023-05-05&rft.volume=88&rft.issue=9&rft.spage=5696&rft.epage=5703&rft.pages=5696-5703&rft.issn=0022-3263&rft.eissn=1520-6904&rft_id=info:doi/10.1021/acs.joc.3c00159&rft_dat=%3Cproquest_cross%3E2797144508%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2797144508&rft_id=info:pmid/37020383&rfr_iscdi=true |