144424-49-7Relevant academic research and scientific papers
Reactions of (2,4,6-Tri-t-butyl)thiobenzaldehyde with Diazo Compounds. Synthesis and Reactions of Sterically Congested Thiiranes
Watanabe, Soichiro,Kawashima, Takayuki,Tokitoh, Norihiro,Okazaki, Renji
, p. 1437 - 1448 (2007/10/02)
Sterically congested thiiranes having a 2,4,6-tri-t-butylphenyl group were synthesized by the reactions of (2,4,6-tri-t-butyl)thiobenzaldehyde with sterically hindered diazo compounds.Thermal desulfurization of the most congested thiirane, 2,2-di-t-butyl-3-(2,4,6-tri-t-butylphenyl)thiirane (15c), did not proceed even upon using highly reactive reagents, such as hexamethylphosphorous triamide or organolithiums.The photoreaction of 15c did not give the corresponding styrene, but afforded several products containing 2,4,6-tri-t-butylbenzothiophene and Dewar benzenes,2,2-di-t-butyl-3-(3,4,6-tri-t-butylbicyclohexa-2,5-dien-2-yl)thiirane and 2-t-butyl-3,3-dimethyl-1-(1,3,5-tri-t-butylbicyclohexa-2,5-diene-2-yl)-1-butene (24), the latter of which is the first example for a vinyl-substituted Dewar benzene.Compound 24 has a unique reactivity, giving a rearrangement product, 2-t-butyl-3,3-dimethyl-1-(1,3,5-tri-t-butylbicyclohexa-2,5-diene-2-yl)-1-butene on thermolysis.
Synthesis and Unusual Photochemical Reaction of Highly Congested 2,4,6-Tri-t-butylstyrene Episulfides
Kawashima, Takayuki,Watanabe, Soichiro,Okazaki, Renji
, p. 1603 - 1606 (2007/10/02)
Title compounds were synthesized by the reaction of 2,4,6-tri-t-butylthiobenzaldehyde with some diazomethanes.The photolysis of the most sterically congested episulfide obtained from t-Bu2CN2 gave an unusual product resulting from 1,2-migration of t-butyl
