Linkage Chemistry of S(VI) Fluorides
Sulfur(VI)‐fluoride exchange linkage as a next generation of click chemistry was introduced by Sharpless and coworkers in 2014. Distinguished from CuAAC, the SuFEx reaction proceeds under metal‐free conditions, and the reactive linkers are variable, enabling access to a diverse class of linkage comp...
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| Published in | Chemistry : a European journal Vol. 29; no. 33; pp. e202300536 - n/a |
|---|---|
| Main Authors | , , |
| Format | Journal Article |
| Language | English |
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Germany
Wiley Subscription Services, Inc
13.06.2023
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| Online Access | Get full text |
| ISSN | 0947-6539 1521-3765 1521-3765 |
| DOI | 10.1002/chem.202300536 |
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| Abstract | Sulfur(VI)‐fluoride exchange linkage as a next generation of click chemistry was introduced by Sharpless and coworkers in 2014. Distinguished from CuAAC, the SuFEx reaction proceeds under metal‐free conditions, and the reactive linkers are variable, enabling access to a diverse class of linkage compounds. Therein, a series of SuFEx linkers emerged has been widely prevalent in diverse fields. The SVI−F bond in comparison to SVI−Cl bond features excellent stability and chemoselectivity. The linkage chemistry primarily involves the formation of S−O and S−N bonds via commercially available phenols and amines, yet less study on C‐SuFEx linkage. This review will focus on three types of linkage for SuFEx linkers comprising S−O, S−N, and S−C bonds, and we hope to provide a practical guidance for SuFEx linkage chemistry.
Sulfur(VI)‐fluoride exchange: This review summarizes recent advances in the linkage chemistry of S(VI) fluorides since 2014, emphasizing the formation of S−O, S−N, and S−C bonds. The divergent SuFEx linkage is deployed in the assembly of S(VI)‐containing compounds library. |
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| AbstractList | Sulfur(VI)‐fluoride exchange linkage as a next generation of click chemistry was introduced by Sharpless and coworkers in 2014. Distinguished from CuAAC, the SuFEx reaction proceeds under metal‐free conditions, and the reactive linkers are variable, enabling access to a diverse class of linkage compounds. Therein, a series of SuFEx linkers emerged has been widely prevalent in diverse fields. The SVI−F bond in comparison to SVI−Cl bond features excellent stability and chemoselectivity. The linkage chemistry primarily involves the formation of S−O and S−N bonds via commercially available phenols and amines, yet less study on C‐SuFEx linkage. This review will focus on three types of linkage for SuFEx linkers comprising S−O, S−N, and S−C bonds, and we hope to provide a practical guidance for SuFEx linkage chemistry. Sulfur(VI)‐fluoride exchange linkage as a next generation of click chemistry was introduced by Sharpless and coworkers in 2014. Distinguished from CuAAC, the SuFEx reaction proceeds under metal‐free conditions, and the reactive linkers are variable, enabling access to a diverse class of linkage compounds. Therein, a series of SuFEx linkers emerged has been widely prevalent in diverse fields. The SVI−F bond in comparison to SVI−Cl bond features excellent stability and chemoselectivity. The linkage chemistry primarily involves the formation of S−O and S−N bonds via commercially available phenols and amines, yet less study on C‐SuFEx linkage. This review will focus on three types of linkage for SuFEx linkers comprising S−O, S−N, and S−C bonds, and we hope to provide a practical guidance for SuFEx linkage chemistry. Sulfur(VI)‐fluoride exchange: This review summarizes recent advances in the linkage chemistry of S(VI) fluorides since 2014, emphasizing the formation of S−O, S−N, and S−C bonds. The divergent SuFEx linkage is deployed in the assembly of S(VI)‐containing compounds library. Sulfur(VI)‐fluoride exchange linkage as a next generation of click chemistry was introduced by Sharpless and coworkers in 2014. Distinguished from CuAAC, the SuFEx reaction proceeds under metal‐free conditions, and the reactive linkers are variable, enabling access to a diverse class of linkage compounds. Therein, a series of SuFEx linkers emerged has been widely prevalent in diverse fields. The S VI −F bond in comparison to S VI −Cl bond features excellent stability and chemoselectivity. The linkage chemistry primarily involves the formation of S−O and S−N bonds via commercially available phenols and amines, yet less study on C ‐SuFEx linkage. This review will focus on three types of linkage for SuFEx linkers comprising S−O, S−N, and S−C bonds, and we hope to provide a practical guidance for SuFEx linkage chemistry. Sulfur(VI)-fluoride exchange linkage as a next generation of click chemistry was introduced by Sharpless and coworkers in 2014. Distinguished from CuAAC, the SuFEx reaction proceeds under metal-free conditions, and the reactive linkers are variable, enabling access to a diverse class of linkage compounds. Therein, a series of SuFEx linkers emerged has been widely prevalent in diverse fields. The SVI -F bond in comparison to SVI -Cl bond features excellent stability and chemoselectivity. The linkage chemistry primarily involves the formation of S-O and S-N bonds via commercially available phenols and amines, yet less study on C-SuFEx linkage. This review will focus on three types of linkage for SuFEx linkers comprising S-O, S-N, and S-C bonds, and we hope to provide a practical guidance for SuFEx linkage chemistry.Sulfur(VI)-fluoride exchange linkage as a next generation of click chemistry was introduced by Sharpless and coworkers in 2014. Distinguished from CuAAC, the SuFEx reaction proceeds under metal-free conditions, and the reactive linkers are variable, enabling access to a diverse class of linkage compounds. Therein, a series of SuFEx linkers emerged has been widely prevalent in diverse fields. The SVI -F bond in comparison to SVI -Cl bond features excellent stability and chemoselectivity. The linkage chemistry primarily involves the formation of S-O and S-N bonds via commercially available phenols and amines, yet less study on C-SuFEx linkage. This review will focus on three types of linkage for SuFEx linkers comprising S-O, S-N, and S-C bonds, and we hope to provide a practical guidance for SuFEx linkage chemistry. Sulfur(VI)-fluoride exchange linkage as a next generation of click chemistry was introduced by Sharpless and coworkers in 2014. Distinguished from CuAAC, the SuFEx reaction proceeds under metal-free conditions, and the reactive linkers are variable, enabling access to a diverse class of linkage compounds. Therein, a series of SuFEx linkers emerged has been widely prevalent in diverse fields. The S -F bond in comparison to S -Cl bond features excellent stability and chemoselectivity. The linkage chemistry primarily involves the formation of S-O and S-N bonds via commercially available phenols and amines, yet less study on C-SuFEx linkage. This review will focus on three types of linkage for SuFEx linkers comprising S-O, S-N, and S-C bonds, and we hope to provide a practical guidance for SuFEx linkage chemistry. |
| Author | Deng, Wei‐Ping Zeng, Daming Jiang, Xuefeng |
| Author_xml | – sequence: 1 givenname: Daming surname: Zeng fullname: Zeng, Daming organization: East China Normal University – sequence: 2 givenname: Wei‐Ping surname: Deng fullname: Deng, Wei‐Ping email: weiping_deng@ecust.edu.cn organization: East China University of Science and Technology – sequence: 3 givenname: Xuefeng orcidid: 0000-0002-1849-6572 surname: Jiang fullname: Jiang, Xuefeng email: xfjiang@chem.ecnu.edu.cn organization: East China Normal University |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/36959094$$D View this record in MEDLINE/PubMed |
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| Keywords | SuFEx S−C bond S−O bond linkage chemistry S−N bond |
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| Snippet | Sulfur(VI)‐fluoride exchange linkage as a next generation of click chemistry was introduced by Sharpless and coworkers in 2014. Distinguished from CuAAC, the... Sulfur(VI)-fluoride exchange linkage as a next generation of click chemistry was introduced by Sharpless and coworkers in 2014. Distinguished from CuAAC, the... |
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| SubjectTerms | Amines Chemical synthesis Chemistry Click Chemistry Fluorides - chemistry linkage chemistry Nitrogen - chemistry Phenols Polymers - chemistry SuFEx Sulfur Sulfur - chemistry S−C bond S−N bond S−O bond |
| Title | Linkage Chemistry of S(VI) Fluorides |
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