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Effect of the nature of the heteroatoms in the spiro group on the structure of spiropyrans and an x-ray study of spiropyran of the dithiolane series C17H16O2S2

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

Conclusions

We have carried out an x-ray diffraction study of tetramethylenespiro[1,3-dithiolane-2,7′[7H]-furo[3,2-f]-[2H -1]-benzopyran], containing the three heteroatoms S, S, O in the spiro group. The orbital n-σ* interactions virtually do not affect the bond lengths in the spiro group of the molecule; therefore the Cspiro-O bond, which is ruptured upon photoexcitation, remains unlengthened in the ground state. The differences in the lengths of the chemically equivalent Cspiro-S bonds are due to electrostatic repulsions of the unshared electron pairs of the heteroatoms S and O, which have different relative orientation.

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Literature cited

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Authors and Affiliations

  1. Chernogolovka Branch, Institute of Chemical Physics, Academy of Sciences of the USSR, USSR

    S. M. Aldoshin, L. O. Atovmyan, O. A. Kozina, V. A. Lokshin & V. I. Minkin

  2. Scientific-Research Institute of Physical and Organic Chemistry, Rostov-on-Don, USSR

    S. M. Aldoshin, L. O. Atovmyan, O. A. Kozina, V. A. Lokshin & V. I. Minkin

Authors
  1. S. M. Aldoshin
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  2. L. O. Atovmyan
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  3. O. A. Kozina
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  4. V. A. Lokshin
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  5. V. I. Minkin
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1567–1569, July, 1988.

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Aldoshin, S.M., Atovmyan, L.O., Kozina, O.A. et al. Effect of the nature of the heteroatoms in the spiro group on the structure of spiropyrans and an x-ray study of spiropyran of the dithiolane series C17H16O2S2 . Russ Chem Bull 37, 1385–1387 (1988). https://doi.org/10.1007/BF00962746

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  • DOI: https://doi.org/10.1007/BF00962746

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