Electrophotocatalytic Si-H activation governed by polarity-matching effects was written by Jiang, Yangye;Xu, Kun;Zeng, Chengchu. And the article was included in CCS Chemistry in 2022.Computed Properties of C12H20O6 This article mentions the following:
Trialkylsilanes are important building blocks in organic synthesis; however, their widespread use in redox chem. is limited by their high oxidation potentials and comparably high bond dissociation energies (BDEs) of Si-H and α-Si-C-H bonds (>92 kcal mol-1). Herein, we report a new strategy for Si-H bond homolysis enabled by the synergistic combination of electrooxidation, photoinduced ligand-to-metal charge transfer (LMCT), and radical-mediated hydrogen atom transfer (HAT). Governed by the polarity-matching effect, the HAT to electrophilic MeO· or [Cl-OHCH3]· from the more hydridic Si-H instead of a C-H bond allows the selective generation of silyl radicals. This electrophotocatalytic protocol provides rapid access to Si-functionalized benzimidazo-fused isoquinolinones with broad functional-group compatibility. Mechanistic studies have shown that n-Bu4NCl is essential to the electrooxidation of CeCl3 to form the Ce(IV) species. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5Computed Properties of C12H20O6).
(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is a stable compound with relatively low boiling point and excellent solvency. THF can also be synthesized by catalytic hydrogenation of furan. This allows certain sugars to be converted to THF via acid-catalyzed digestion to furfural and decarbonylation to furan, although this method is not widely practiced. THF is thus derivable from renewable resources.Computed Properties of C12H20O6
Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem