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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 1, Number 3
BKCSDE 1(3)
March 20, 1980 

 
Title
The Reactivity of Thiopyrylium Compound. Reduction of Thiopyrylium Cation by Alkali Metals-Evidence of Thiabenzene Radical
Author
Wan-Chul Joo, Chung-Kyun Kim
Keywords
Abstract
For the first time we have synthesized thiabenzene radical by the reaction of thiopyrylium cation with alkali metals. As might be expected for a free radical, ESR-spectrum of 2,4,6-triphenylthiabenzene radical shows the single signal with g-value of 2.0045. The proton signal of 2,4,6-triphenylthiabenzene radical in nmr spectrum shifts to the higher field than that of 2,4,6-triphenylthiopyrylium cation by ca. 0.5 ppm. From the UV-spectrum of thiabenzene radical the presence of 6 π non-benzenoid aromatic system was observed as in the case of thiopyrylium cation. The reactivity of alkali metals with thiopyrylium cation increases in the order of decreasing ionization energy, Li < Na < K.
Page
75 - 78
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