著者

平井 健太郎 杉本 裕彦 石破 暉之

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.39, no.3, pp.192-204, 1981-03-01 (Released:2009-11-13)

参考文献数

50

被引用文献数

5 5

---

1, 3-Dithiolium and 1, 3-oxathiolium cations are positively charged 6π electronic species and the C-2 carbon which has the largest positive charge density is bonded with two hetero atoms leading to high sensitivity toward nucleophiles.We have investigated the aromaticity of 1, 3-dithiolium cation and chemical behavior of the both cations toward nucleophiles as well as synthetic application of biologically active compounds.In light of our results, dithiolium cation forms an interesting class of versatile compound in view of its nonbenzenoid aromaticity and oxathiolium cation exhibits a high reactivity toward a variety of nucleophiles providing novel heterocyclic compounds and their precursors depending on the nature of the reagents and the reaction conditions. Thus, oxathiolium cations proved to be highly versatile synthetic intermediates.