Synthesis and properties of anti-6,16-epithia-8,13-methanobenzo[e][14]annulene-7,14-dione, anti-5,14-epithia-7,12-methanodfuro[3,4-e]-[14]annulene-5,13-diones, and their ionic species

Authors
Zuo, S Kuroda, S Oda, M Kuramoto, S Mizukami, Y Fukuta, A Hirano, Y Nishikawa, T Furuta, S Miyatake, R Shaheen, SI Kajioka, T Kyogoku, M
Citation
S. Zuo et al., Synthesis and properties of anti-6,16-epithia-8,13-methanobenzo[e][14]annulene-7,14-dione, anti-5,14-epithia-7,12-methanodfuro[3,4-e]-[14]annulene-5,13-diones, and their ionic species, HETEROCYCLE, 54(1), 2001, pp. 159-170
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
54
Issue
1
Year of publication
2001
Pages
159 - 170
Database
ISI
SICI code
0385-5414(20010101)54:1<159:SAPOA>2.0.ZU;2-8
Abstract
The sulfur bridged annulene diones fused with benzene and furan were synthe sized, and their H-1 and C-13 NMR spectra in strong acid media indicated fo rmation of dicationic species in which the positive charges localized on th e carbonyl carbons, mainly due to the unfavorable p-orbital overlap.