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Paper | Special issue | Vol 54, No. 1, 2001, pp.159-170
Published online, 1st January, 1970
DOI: 10.3987/COM-00-S(I)10
Synthesis and Properties of anti-6,15-Epithia-8,13-methanobenzo[e][14]annulene-7,14-dione, anti-5,14-Epithia-7,12-methanofuro[3,4-e][14]annulene-5,13-diones, and Their Ionic Species

Shengli Zuo, Shigeyasu Kuroda,* Mitsunori Oda,* Shin-ya Kuramoto, Yoshihiro Mizukami, Atsushi Fukuta, Yukiyasu Hirano, Teruhiko Nishikawa, Shinji Furuta, Ryuta Miyatake, Sha. I. Shaheen, Takanori Kajioka, and Mayumi Kyogoku

*Department Applied Chemistry, Faculty of Engineering, Toyama University, Gofuku 3190, Toyama 930-8555, Japan


The sulfur bridged annulene diones fused with benzene and furan were synthesized, and their 1H and 13C NMR spectra in strong acid media indicated formation of dicationic species in which the positive charges localized on the carbonyl carbons, mainly due to the unfavorable p-orbital overlap.