Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 20, Pages 9397-9400Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo301447h
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- University of Alabama
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Previously unknown benzenepolyselenols have been synthesized and isolated in their acetyl protected form. The two molecules 1,3,5-tris(acetylseleno)benzene and 1,2,4,5-tetrakis(acetylseleno)benzene were synthesized by the reductive dealkylation in Na/NH3 of 1,3,5-tris(tert-butylseleno)benzene and 1,2,4,5-tetrakis(tert-butylseleno)benzene, respectively. Hexakis(tert-butylseleno)benzene was also synthesized and structurally characterized by single-crystal X-ray diffraction, but it was not possible to isolate hexakis(acetylseleno)benzene. The synthetic methodology is likely to be useful in the synthesis of other areneselenols.
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