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A new method of synthesizing macrocyclic compounds

Communication 10. Kinetics of the intramolecular alkylation of 2-(ω-haloalkyl)-5-(carbethoxyacetyl)thiophene in the presence of potassium carbonate

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

Conclusions

  1. 1.

    The kinetics of the intramolecular alkylation of 2-(9-iodononyl)-5-(carbethoxyacetyl)thiophene was studied in the presence of solid K2CO3.

  2. 2.

    The intramolecular alkylationof 2-(9-iodononyl)-5-(carbethoxyacetyl) thiophene is a first-order reaction with respect to 2-(9-iodononyl)-5-(carbethoxyacetyl) thiophene, with an activation energy of 9.7 kcal per mole.

  3. 3.

    On the basis of the principles found, it was hypothesized that the intramolecular alkylation of 2-(9-iodononyl)-5-(carbethoxyaeetyl) thiophene proceeds through a stage of formation of an anion fixed on the surface of K2CO3.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 762–768, April, 1968.

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Taits, S.Z., Krasnyanskaya, É.A. & Gol'dfarb, Y.L. A new method of synthesizing macrocyclic compounds. Russ Chem Bull 17, 735–740 (1968). https://doi.org/10.1007/BF00905742

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  • DOI: https://doi.org/10.1007/BF00905742

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