Radical‐Chain Hydrosilylation of Alkenes Enabled by Triplet Energy Transfer DOI

Shixun Guo,

Wei Wang, Yongqiang Zhang

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: July 9, 2024

Abstract Development of mild, robust and metal‐free catalytic approach for the hydrosilylation alkenes is critical to advancement modern organosilicon chemistry given their powerful capacity in construction various C−Si bonds. Herein, we wish disclose a visible light‐triggered organophotocatalytic strategy, which proceeds via triplet energy transfer ( EnT )‐enabled radical chain pathway. Notably, this redox‐neutral protocol capable accommodating broad spectrum electron‐deficient ‐rich with excellent functional group compatibility. Electron‐deficient are more reactive reaction could be finished within couple minutes even PBS solution extremely low concentration, suggests its click‐like potential organic synthesis. The preparative power transformations has been further highlighted number complex settings, including late‐stage functionalization scale‐up experiments. Furthermore, although only highly (TMS) 3 SiH suitable hydrosilane substrate, our studies revealed great reactivity versatility Si− diverse Si−Si bond cleavage‐based transformations, enabling rapid introduction groups facile valuable quaternary silicon architectures.

Language: Английский

Visible-Light-Induced Synthesis of Azlactone Monomers and Dimers utilizing SF6 as both Condensation Agent and Oxidant DOI
Zhiyuan Liu, Yan He, Yong Yang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 25, 2024

The visible-light-mediated continuous dehydration condensation and oxidative radical dimerization, featuring sulfur hexafluoride (SF

Language: Английский

Citations

0
Regioselective Synthesis of α-Quaternary Amino Acid Derivatives Enabled by Photoinduced Energy Transfer DOI

Cai Gao,

Yanzhi Liu, Yanni Wang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(14), P. 10393 - 10402

Published: July 2, 2024

α-Quaternary amino acids have found application in many biologically relevant compounds and pharmaceuticals. Although there are methods for the synthesis of α-quaternary acids, most them mainly realized with aid transition metals complex ligands. We present herein a 2,7-Br-4CzIPN catalyzed regioselective alkylation azlactones redox-active esters via radical-radical couplings. Strikingly, this approach is devoid any metal or additive shows broad scope superior sensitive functional group compatibility.

Language: Английский

Citations

0
Radical‐Chain Hydrosilylation of Alkenes Enabled by Triplet Energy Transfer DOI

Shixun Guo,

Wei Wang, Yongqiang Zhang

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: July 9, 2024

Abstract Development of mild, robust and metal‐free catalytic approach for the hydrosilylation alkenes is critical to advancement modern organosilicon chemistry given their powerful capacity in construction various C−Si bonds. Herein, we wish disclose a visible light‐triggered organophotocatalytic strategy, which proceeds via triplet energy transfer ( EnT )‐enabled radical chain pathway. Notably, this redox‐neutral protocol capable accommodating broad spectrum electron‐deficient ‐rich with excellent functional group compatibility. Electron‐deficient are more reactive reaction could be finished within couple minutes even PBS solution extremely low concentration, suggests its click‐like potential organic synthesis. The preparative power transformations has been further highlighted number complex settings, including late‐stage functionalization scale‐up experiments. Furthermore, although only highly (TMS) 3 SiH suitable hydrosilane substrate, our studies revealed great reactivity versatility Si− diverse Si−Si bond cleavage‐based transformations, enabling rapid introduction groups facile valuable quaternary silicon architectures.

Language: Английский

Citations

0