TY - JOUR
T1 - Formation of sulfur-centered cation radicals by photofragmentation
AU - Glass, Richard S.
AU - Broeker, Jeffrey L.
AU - Anklam, Elke
AU - Asmus, Klaus Dieter
N1 - Funding Information:
Acknowledgment: RSG and JLB gratefullya cknowledges upport of this work by the U.S. Public Health Service,N ational Institutes of Health, Grant No. HL 15104. Part of this work was conducted with the help of Dr. S. Steenken at the Max Planck Institut fir Strahlenchemie( Maheim), which E.A. thanks for its gracioush ospitality.
PY - 1992/3/24
Y1 - 1992/3/24
N2 - The selected dialkyl dithioethers 1,5-dithiocane, 1,4-dithiepane, 1,4-dithiane, and 2,6-dithiaheptane are readily monoalkylated in nitromethane by tert-butyl O-trifluoromethanesulfonyl-3-hydroxyperoxypropanoate, 6, to give the corresponding sulfonium salt peresters 2a-c, and 3 in good yield. Laser flash photolysis of these compounds affords the known two-sulfur, three-electron stabilized cation radicals 2a, b, and 5 which were characterized by optical absorption spectroscopy.
AB - The selected dialkyl dithioethers 1,5-dithiocane, 1,4-dithiepane, 1,4-dithiane, and 2,6-dithiaheptane are readily monoalkylated in nitromethane by tert-butyl O-trifluoromethanesulfonyl-3-hydroxyperoxypropanoate, 6, to give the corresponding sulfonium salt peresters 2a-c, and 3 in good yield. Laser flash photolysis of these compounds affords the known two-sulfur, three-electron stabilized cation radicals 2a, b, and 5 which were characterized by optical absorption spectroscopy.
KW - Sulfur-centered cation radical formation
KW - laser flash photolysis
KW - perester fragmentation
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U2 - 10.1016/S0040-4039(00)91715-5
DO - 10.1016/S0040-4039(00)91715-5
M3 - Article
AN - SCOPUS:0026511602
SN - 0040-4039
VL - 33
SP - 1721
EP - 1724
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 13
ER -