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- W2949449608 abstract "Optically active 4,9-diethyl[1,4]-dithiino[5,6-f]benzo[1,2,3]trithiole 5-oxide (3) and 4,9-diethyl[1,4]dithiino[5,6-f]benzo[1,2,3]trithiole 5,8-dioxide (4) were obtained by the asymmetric oxidation of 6,11-diethyl[1,4]dithiino[5,6-h]benzo[1,2,3,4,5]pentathiepin (1). The reaction was accompanied by desulfurization and ring-contraction reactions of the pentathiepin ring. Similarly, optically active 4,8-diethyl[1,3]dithiolo[4,5-f]benzo[1,2,3]trithiole 5-oxide (7) was produced by the analogous asymmetric oxidation of 6,10-diethyl[1,3]dithiolo[4,5-h]benzo[1,2,3,4,5]pentathiepin (2). The specific rotations of 3, 4, and 7 were measured in chloroform, and their optical purity was verified by 1H NMR with a shift reagent [Eu(hfc)3]. The structures of 4 and 7 were determined by X-ray crystallography using Cu Kα radiation, and the absolute configuration of the sulfinyl group was examined based on the Flack parameter, which revealed that 4 has an RR configuration, while 7 has an S configuration. The circular dichroism spectra of 3, 4, and 7 were measured in chloroform. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:88–94, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10104" @default.
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- W2949449608 date "2003-05-20" @default.
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- W2949449608 title "Preparation, Structure, and Optical Properties of Chiral Sulfoxides and Disulfoxide with a Trithiole Ring." @default.
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- W2949449608 doi "https://doi.org/10.1002/chin.200320149" @default.
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