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Anomeric effect in eight-membered cyclic sulfites with two 1,4-planar fragments

  • Physical Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    An x-ray diffraction structural analysis showed that a boat-chair conformation with axial orientation of the S=O bonds is realized in the crystal for 4,5;7,8-(4′,4″-dichloro)-dibenzo-6H-2-oxo-1,3,2-dioxathiocine and 4,5;7,8-(4′,4″-dichloro)dibenzo-6-thia-2-oxo-1,3,2-dioxathiocine.

  2. 2.

    The expansion of the O=S-0 bond angles and extension of the S=O bonds in these compounds are attributed to an anomeric effect.

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Literature cited

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Authors and Affiliations

  1. A. E Arbuzov Institute of Organic and Physical Chemistry, Kazan Branch, Academy of Sciences of the USSR, USSR

    O. N. Kataeva, I. A. Litvinov, V. A. Naumov & I. V. Anonimova

Authors
  1. O. N. Kataeva
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  2. I. A. Litvinov
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  3. V. A. Naumov
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  4. I. V. Anonimova
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1273–1278, June, 1989.

The authors thank Academician B. A. Arbuzov for participating in a discussion of this work.

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Kataeva, O.N., Litvinov, I.A., Naumov, V.A. et al. Anomeric effect in eight-membered cyclic sulfites with two 1,4-planar fragments. Russ Chem Bull 38, 1159–1163 (1989). https://doi.org/10.1007/BF00957145

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  • DOI: https://doi.org/10.1007/BF00957145

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