Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Reactions of 2,4,6-Tri-t-butylphenyllithium with Deuterated Formate, Thioformate, and Selenoformate
Akihiko IshiiRenji OkazakiNaoki Inamoto
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1987 Volume 60 Issue 3 Pages 1037-1040

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Abstract

O-Cholesteryl chalcogenoformates-d, DC(=X)(OR) (2: X=O; 3: X=S; 4: X=Se; R=3β-cholesteryl), were synthesized and allowed to react with 2,4,6-tri-t-butylphenyllithium. 1,3,5-Tri-t-butylbenzene was a main product in each reaction. The other products were 2,4,6-tri-t-butylbenzaldehyde-d (9) for 2, 2,4,6-tri-t-butylthiobenzaldehyde-d for 3, and 9, 6,8-di-t-butyl-1-deuterio-3,4-dihydro-4,4-dimethyl-1H-2-benzoselenin, bis(2,4,6-tri-t-butyl-α-deuteriobenzyl) diselenide, and bis(2,4,6-tri-t-butyl-α-deuteriobenzyl) triselenide for 4. The mechanisms for these reactions have been discussed.

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