Formation of diaryl telluroxides and tellurones by photosensitized oxygenation of diaryl tellurides.
Aerobic oxygenation of diaryl tellurides under photosensitized conditions is investigated. Unlike Ph(2)S and Ph(2)Se, reaction of diaryl tellurides with singlet oxygen proceeds smoothly to yield diaryl telluroxides and the corresponding tellurones. The product distribution is largely affected by the substrate and the reaction conditions. In particular, the photooxygenation of bulky diaryl tellurides principally produces tellurones. The results of a series of trapping experiments suggest that the diaryl telluroxides can capture transient intermediates such as Me(2)S(+)OO(-) and Ar(2)Te(+)OO(-), generated in the singlet oxygen oxidation of chalcogenides, to yield diaryl tellurones, and therefore it may be the most potent precursors of the tellurones.
Department of Materials Chemistry, Tokai University, Numazu, Shizuoka 410-0395, Japan. moba@tokai-u.jp
Makoto
M
Oba
Yasunori
Y
Okada
Masaki
M
Endo
Kazuhito
K
Tanaka
Kozaburo
K
Nishiyama
Shigeru
S
Shimada
Wataru
W
Ando
D018360:Crystallography, X-Ray; D008027:Light; D008958:Models, Molecular; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry*; D013691:Tellurium / Q000737:chemistry*
C026660:tellurous acid; D013691:Tellurium; D010100:Oxygen