1, 2, 5-Trithiepin: A 10π-Electron Heteroaromatic System

…, M Blumenstein, KG Grohmann

Index: Ueng, Shou-Nan; Blumenstein, Michael; Grohmann, Klaus G. Journal of Organic Chemistry, 1997 , vol. 62, # 8 p. 2432 - 2436

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Citation Number: 5

Abstract

The unsubstituted 1, 2, 5-trithiepin (1) has been synthesized from the known 1, 2, 5- trithiepane (6) through two consecutive Pummerer rearrangements. Proton and carbon NMR spectra were completely analyzed, assigned, and correlated. The protons in 1 are shifted downfield by Δδ= 0.57 ppm for H3/H7 (δ= 6.57 ppm) and by 1.10 ppm for H4/H6 (δ= 7.24 ppm) relative to the 6, 7-dihydro-1, 2, 5-trithiepin (7). These downfield shifts are ...