AMI and CNDO/S Study of 2,5-Dimercapto-1,3,4-thiadiazole, the Mesoionic 1,3,4-Thiadiazolo[2,3-<i>b</i>][1,3]thiazine-2-thione and Its Dimerization Derivative

• Giuseppe Buemi

  Dipartimento di Scienze Chimiche, Università di Catania

抄録

The molecular geometries of the mesoionic 1,3,4-thiadiazolo[2,3-b][1,3]-thiazine-2-thione (II) and its dimerization product, 1,10-dithia[4.4](3,5)-1,3,4-thiadiazolinophane-6,15-dithione (III) have been optimized by means of the AMI method. Their electronic spectra, as well as those of the parent 2,5-dimercapto-1,3,4-thiadiazole (I), have been calculated at CNDO/S level. The analysis of the calculated electronic transitions and of the experimental UV absorption bands confirms the mixed thiolic–thionic structure of I as the most stable one, in agreement with 4-31G* prediction. The electronic transitions of compound III are practically coincident with those found for I; on the contrary, a band in the visible and a band in the UV region are predicted for compound II, so accounting for the yellow color of II and the lack of color of III.

収録刊行物

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 63 (10), 2991-2996, 1990-10-01

  Oxford University Press (OUP)

キーワード

• General Chemistry

詳細情報

• CRID: 1360002219103414272
• NII論文ID: 130001979989
• DOI: 10.1246/bcsj.63.2991
• ISSN: 13480634
• ISSN: 00092673
• Web Site: https://academic.oup.com/bcsj/article-pdf/63/10/2991/56214841/bcsj.63.2991.pdf
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