Oxygen, singlet formation, triethylsilane

Corey and coworkers have shown that trimethylsilyl hydrotrioxide, produced by the low-temperature (—78°C) ozonization of triethylsilane, decomposes at higher temperatures to give singlet oxygen. The formation of singlet oxygen was confirmed by the change in the IR emission at 1278 nm with time ( O2 2). ... 

Formation of Singlet Oxygen. Triethylsilane reacts with ozone at —78 °C in inert solvents to form triethylsilyl hydro trioxide, which decomposes at slightly elevated temperatures to produce triethylsilanol and Singlet Oxygen. This is a convenient way to generate this species for use in organic synthesis. ... 

Formation of Singlet Oxygen. Triethylsilane reacts with ozone at —78 °C in inert solvents to form triethylsilyl... 

Alkene Oxidation Reactions. The reaction of triethylsilane with ozone and use of the intermediate triethylsilyl hydrotrioxide in oxidation reactions have been described. Initial oxidation reactions reported included the formation of the 9,10-endoperoxide from 9,10-dimethylanthracene (eq 1), and an allyUc hydroperoxide from 2,3-dimethyl-2-butene (eq 2). Researchers also observed a near-IR emission from triethylsilyl hydrotrioxide as it decomposed at —60°C, consistent with generation of singlet oxygen. Other workers have characterized triethylsilyl hydrotrioxide by NMR spectroscopy and and measured the kinetics of its decomposition in deuterated acetone. ... 

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See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

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