Radek, Cibulka, Amal, Tolba, Ahmed M., El-Zohry, Jafar Iqbal , Khan, Eva, Svobodová, Josef, Chudoba, Jiří, Klíma, Karol, Lušpai, Jiří, Šturala
{"title":"氧化还原无辜的钪(III)作为可见光光氧化反应的唯一催化剂","authors":"Radek, Cibulka, Amal, Tolba, Ahmed M., El-Zohry, Jafar Iqbal , Khan, Eva, Svobodová, Josef, Chudoba, Jiří, Klíma, Karol, Lušpai, Jiří, Šturala","doi":"10.26434/chemrxiv-2024-m0xw7","DOIUrl":null,"url":null,"abstract":"In recent years, the catalytic activity of scandium triflate [Sc(OTf)3] has attracted significant attention due to its robust Lewis acidity and the oxophilicity of Sc3+. These features have led to impressive progress in developing diverse organic reactions, including C-C bond formation. The Sc3+ cation also facilitates single electron transfer (SET) processes in photoinduced reactions either by coordination to an organophotoredox catalyst, which substantially modifies its redox reactivity, or by the formation of a scandium–superoxide anion complex (Sc3+-O-O•−) after electron transfer from a light-absorbing redox-active compound. The prior consideration of Sc3+ as a redox-inactive/innocent metal ion initially hampered the investigation of the possibility of using Sc(OTf)3 as a sole visible light photoredox catalyst. This research breaks new ground by demonstrating the inaugural use of Sc(OTf)3 as a visible light photocatalyst capable of direct and mild aerobic oxidative C-H functionalisation of aromatic substrates by oxidation of the benzylic position and direct cyanation of the aromatic ring.","PeriodicalId":9813,"journal":{"name":"ChemRxiv","volume":"47 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2024-12-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Redox-innocent scandium(III) as the sole catalyst in visible light photooxidations\",\"authors\":\"Radek, Cibulka, Amal, Tolba, Ahmed M., El-Zohry, Jafar Iqbal , Khan, Eva, Svobodová, Josef, Chudoba, Jiří, Klíma, Karol, Lušpai, Jiří, Šturala\",\"doi\":\"10.26434/chemrxiv-2024-m0xw7\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"In recent years, the catalytic activity of scandium triflate [Sc(OTf)3] has attracted significant attention due to its robust Lewis acidity and the oxophilicity of Sc3+. These features have led to impressive progress in developing diverse organic reactions, including C-C bond formation. The Sc3+ cation also facilitates single electron transfer (SET) processes in photoinduced reactions either by coordination to an organophotoredox catalyst, which substantially modifies its redox reactivity, or by the formation of a scandium–superoxide anion complex (Sc3+-O-O•−) after electron transfer from a light-absorbing redox-active compound. The prior consideration of Sc3+ as a redox-inactive/innocent metal ion initially hampered the investigation of the possibility of using Sc(OTf)3 as a sole visible light photoredox catalyst. This research breaks new ground by demonstrating the inaugural use of Sc(OTf)3 as a visible light photocatalyst capable of direct and mild aerobic oxidative C-H functionalisation of aromatic substrates by oxidation of the benzylic position and direct cyanation of the aromatic ring.\",\"PeriodicalId\":9813,\"journal\":{\"name\":\"ChemRxiv\",\"volume\":\"47 1\",\"pages\":\"\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2024-12-13\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ChemRxiv\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.26434/chemrxiv-2024-m0xw7\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ChemRxiv","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.26434/chemrxiv-2024-m0xw7","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Redox-innocent scandium(III) as the sole catalyst in visible light photooxidations
In recent years, the catalytic activity of scandium triflate [Sc(OTf)3] has attracted significant attention due to its robust Lewis acidity and the oxophilicity of Sc3+. These features have led to impressive progress in developing diverse organic reactions, including C-C bond formation. The Sc3+ cation also facilitates single electron transfer (SET) processes in photoinduced reactions either by coordination to an organophotoredox catalyst, which substantially modifies its redox reactivity, or by the formation of a scandium–superoxide anion complex (Sc3+-O-O•−) after electron transfer from a light-absorbing redox-active compound. The prior consideration of Sc3+ as a redox-inactive/innocent metal ion initially hampered the investigation of the possibility of using Sc(OTf)3 as a sole visible light photoredox catalyst. This research breaks new ground by demonstrating the inaugural use of Sc(OTf)3 as a visible light photocatalyst capable of direct and mild aerobic oxidative C-H functionalisation of aromatic substrates by oxidation of the benzylic position and direct cyanation of the aromatic ring.