{"title":"Synthesis and Derivatization of a Carbene-Sulfinate Palladacycle","authors":"Qiaoqiao Teng, Lina Zhang, Wei Liu, Guangqing Huang, Dinuk Thulsan Munasinghe Arachchige, Sen Yang, Qi Meng","doi":"10.1002/aoc.70044","DOIUrl":null,"url":null,"abstract":"<div>\n \n <p>An unprecedented C-SO oxidative-cleavage reaction was disclosed for fused thiazoline-1-oxide-azolium salts with Ag<sub>2</sub>O to afford C<sub>carbene</sub>^SO<sub>2</sub> palladacyclic complexes. The complex could undergo reversible redox reactions with Br<sub>2</sub> to afford an intermediary N-heterocyclic carbene (NHC) complex with a sulfonyl bromide dangling group. This complex allowed divergent hydrolysis, alcoholysis, and aminolysis to prepare a series of sulfonate and sulfonamide functionalized NHC complexes and a C<sub>carbene</sub>^NSO<sub>2</sub> palladacycle via further deprotonation. Selected complexes were employed in catalysis to show excellent activities in the aqueous Suzuki-Miyaura coupling reactions and hydroamination reactions of aryl alkynes.</p>\n </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"39 3","pages":""},"PeriodicalIF":3.7000,"publicationDate":"2025-02-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Applied Organometallic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/aoc.70044","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
Abstract
An unprecedented C-SO oxidative-cleavage reaction was disclosed for fused thiazoline-1-oxide-azolium salts with Ag2O to afford Ccarbene^SO2 palladacyclic complexes. The complex could undergo reversible redox reactions with Br2 to afford an intermediary N-heterocyclic carbene (NHC) complex with a sulfonyl bromide dangling group. This complex allowed divergent hydrolysis, alcoholysis, and aminolysis to prepare a series of sulfonate and sulfonamide functionalized NHC complexes and a Ccarbene^NSO2 palladacycle via further deprotonation. Selected complexes were employed in catalysis to show excellent activities in the aqueous Suzuki-Miyaura coupling reactions and hydroamination reactions of aryl alkynes.
期刊介绍：
All new compounds should be satisfactorily identified and proof of their structure given according to generally accepted standards. Structural reports, such as papers exclusively dealing with synthesis and characterization, analytical techniques, or X-ray diffraction studies of metal-organic or organometallic compounds will not be considered. The editors reserve the right to refuse without peer review any manuscript that does not comply with the aims and scope of the journal. Applied Organometallic Chemistry publishes Full Papers, Reviews, Mini Reviews and Communications of scientific research in all areas of organometallic and metal-organic chemistry involving main group metals, transition metals, lanthanides and actinides. All contributions should contain an explicit application of novel compounds, for instance in materials science, nano science, catalysis, chemical vapour deposition, metal-mediated organic synthesis, polymers, bio-organometallics, metallo-therapy, metallo-diagnostics and medicine. Reviews of books covering aspects of the fields of focus are also published.
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