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- W2080329651 abstract "The title compound 1 was synthesized by the reaction of 2,4,6-tri-t-butylphenyllithium with O-ethyl thioformate or that of 2,4,6-tri-t-butylbenzaldehyde hydrazone with disulfur dichloride in the presence of triethylamine. The thioaldehyde 1 is a purple crystalline compound which is thermally quite stable; only around 200 °C it underwent intramolecular cyclization to give 6,8-di-t-butyl-3,4-dihydro-4,4-dimethyl-1H-2-benzothiopyran 9. The X-ray crystallographic analysis of 1 revealed that the thioformyl group is almost perpendicular to the aromatic ring. The reaction of 1 with 1-cyano-1-methylethyl radicals afforded 9, while that with t-butyl radicals gave 1,3,5-tri-t-butyl-2-t-butylthiomethylbenzene and t-butyl 2,2-dimethyl-1-(1,3,5-tri-t-butylbicyclo[2.2.0]hexa-2,5-dien-2-yl)propyl sulfide in addition to 9. Some Grignard reagents and organolithiums reacted with 1 gave carbophilic, thiophilic, double addition products and some others depending on the kind of the organometallic reagents. Hydrazine and butyl..." @default.
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- W2080329651 date "1996-03-01" @default.
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- W2080329651 title "Synthesis, Structure, and Some Reactions of (2,4,6-Tri-<i>t</i>-butyl)thiobenzaldehyde, the First Stable Aromatic Thioaldehyde" @default.
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