Nagar Bhawana, Yadav Sarban Kumar, Karmodak Naiwrit, Dhar Basab Bijayi
Department of Chemistry, School of Natural Sciences, Shiv Nadar Institution of Eminence Deemed to be University, Dadri, UP 201314, India.
ACS Omega. 2024 Aug 11;9(33):35458-35462. doi: 10.1021/acsomega.4c02167. eCollection 2024 Aug 20.
In the presence of Eosin Y (), the synthesis of substituted phenothiazones was carried out efficiently using various substituted 2-aminothiophenol, diazonium salts, and 1,4-napthaquinones () at room temperature (RT) (condition: green LED of 525 nm, 44 W; reaction time: 8 h, isolated yield: 68-90%). A fluorescence quenching experiment and density functional theory (DFT) calculations suggested that the triplet photoexcited state of EY (EY*; τT = 320 ± 10 ns) converts to EY via oxidative quenching by ArN (-1.11 V vs SCE for EY* to EY) initially. Thiyl and aryl radicals were captured as TEMPO adducts in high-resolution mass spectroscopy (HRMS). The reaction was not inhibited by the addition of a singlet oxygen quencher such as 1,4-diazobicyclo [2.2.2] octane (DABCO), which suggests that singlet oxygen is not participated.
在曙红Y（）存在的情况下，使用各种取代的2-氨基硫酚、重氮盐和1,4-萘醌（）在室温（RT）下高效地进行取代吩噻嗪的合成（条件：525 nm绿色LED，44 W；反应时间：8 h，分离产率：68 - 90%）。荧光猝灭实验和密度泛函理论（DFT）计算表明，EY的三线态光激发态（EY*；τT = 320 ± 10 ns）最初通过ArN 的氧化猝灭转化为EY（EY*到EY相对于SCE为 - 1.11 V）。硫基和芳基自由基在高分辨率质谱（HRMS）中被捕获为TEMPO加合物。添加单线态氧猝灭剂如1,4-二氮杂双环[2.2.2]辛烷（DABCO）不会抑制该反应，这表明单线态氧没有参与反应。
