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Sulfur-containing cycloalkynes for strain promoted azide-alkyne cycloaddition reaction: estimation of the strain and conformational analysis

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Abstract

The structures of sulfur-containing 8–10-membered cyclic alkynes capable of undergoing the strain-promoted azide-alkyne cycloaddition reaction have been computationally simulated. The conformational behavior for a series of sulfur-containing cycloalkynes was evaluated using the methods of quantum chemistry, as well as the ring strain for such compounds was estimated.

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Authors and Affiliations

  1. Department of Chemistry, Lomonosov Moscow State University, 1/3 Leninskie Gory, 119991, Moscow, Russian Federation

    P. S. Lemport, A. S. Pozdeev & V. G. Nenajdenko

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  1. P. S. Lemport
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  2. A. S. Pozdeev
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  3. V. G. Nenajdenko
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Correspondence to V. G. Nenajdenko.

Additional information

Dedicated to Academician of the Russian Academy of Sciences I. P. Beletskaya on the occasion of her anniversary.

The authors are grateful to V. A. Chertkov for providing the Gaussian 16 software package and to R. V. Zonov for performing calculations of the electrostatic potential for alkynes.

This work was financially supported by the Russian Science Foundation (Project No. 22-23-00155).

No human or animal subjects were used in this research.

The authors declare no competing interests.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 4, pp. 932–938, April, 2023.

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Lemport, P.S., Pozdeev, A.S. & Nenajdenko, V.G. Sulfur-containing cycloalkynes for strain promoted azide-alkyne cycloaddition reaction: estimation of the strain and conformational analysis. Russ Chem Bull 72, 932–938 (2023). https://doi.org/10.1007/s11172-023-3856-2

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  • DOI: https://doi.org/10.1007/s11172-023-3856-2

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