A new method for the synthesis of diamantane by hydroisomerization of binor-S on treatment with sulfuric acid

  1. Rishat AminovORCID Logo and
  2. Ravil I KhusnutdinovORCID Logo

Submitting author affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa, Russian Federation

Beilstein Arch. 2020, 202085. doi:10.3762/bxiv.2020.85.v1

Published 27 Jul 2020

  • Preprint

Abstract

A new method was developed for the direct synthesis of the second representative of the homologous series of diamond-like hydrocarbons, diamantane, in 65% yield by hydroisomerization of norbornadiene dimer, endo-endo-heptacyclo[8.4.0.02,12.03,8.04,6.05,9.011,13]tetradecane (binor-S) on treatment with concentrated sulfuric acid (98%). In the presence of H2SO4 of lower concentration (75-80%), the reaction stops after hydrogenation step giving endo-endo-pentacyclo[7.3.1.12,5.18,10]tetradecane in 68% yield.

Keywords: diamantane, binor-S, tetrahydrobinor-S, hydroisomerization, sulfuric acid

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When a peer-reviewed version of this preprint is available in the Beilstein Journals, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Aminov, R.; Khusnutdinov, R. I. Beilstein Arch. 2020, 202085. doi:10.3762/bxiv.2020.85.v1

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© 2020 Aminov and Khusnutdinov; licensee Beilstein-Institut.
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