<i>ortho</i>-CARBORANE PREPARATION FROM DECABORANE AND ACETYLENES: TRADITIONAL METHODS AND RECENT INNOVATIONS

Authors

  • Olexandr Ye. Pashenko Enamine Ltd., 78 Winston Churchill St., Kyiv 02094
  • Yuliya V. Rassukana Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Akademik Kuhar St., Kyiv 02660
  • Dmytro M. Volochnyuk Enamine Ltd., 78 Winston Churchill St., Kyiv 02094. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Akademika Kuharya St., Kyiv 02094. Taras Shevchenko National University of Kyiv, 60 Volodymyrska St., Kyiv 01601
  • Serhiy V. Ryabukhin Enamine Ltd., 78 Winston Churchill St., Kyiv 02094. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Akademika Kuharya St., Kyiv 02094. Taras Shevchenko National University of Kyiv, 60 Volodymyrska St., Kyiv 01601 https://orcid.org/0000-0003-4281-8268

Keywords:

boron cluster chemistry, ortho-carborane, decaborane, Lewis bases, decaborane complexes, microwave-assisted synthesis, ionic liquids, Lewis acid activation, silver catalysis, acetylenes

Abstract

This mini-review covers the existing methodologies for the synthesis of ortho-carboranes. The most promising approaches to the synthesis of this class of compounds, reported over the last decade, starting from 2013 to the present, have been discussed in detail. Reactions leading to the functionalization of the carborane core were outside the scope of this review.

Author Biographies

Olexandr Ye. Pashenko, Enamine Ltd., 78 Winston Churchill St., Kyiv 02094

Dr. Olexandr Ye. Pashenko, born in Kyiv, Ukraine, in 1988, graduated from NTUU "Kyiv Polytechnic Institute" in 2013 and earned his Ph.D. in 2019. From 2020 to 2023, he led the Department of Chemistry of Bioactive Compounds at Enamine. Currently, he works as a senior researcher at the Institute of High Technologies, Taras Shevchenko National University of Kyiv. He has co-authored over 30 publications and has more than 10 years of experience in cage compounds, computational chemistry, flow processes, and medicinal chemistry.

Yuliya V. Rassukana, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Akademik Kuhar St., Kyiv 02660

Prof. Yuliya V. Rassukana, born in Myronivka, Ukraine, in 1976, graduated from NTUU "Kyiv Polytechnic Institute" in 2001. She obtained her Ph.D. in 2004 and Dr. Sci. in 2015. Currently, she serves as the Deputy Director of the Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kyiv. She has authored over 80 publications, supervised six Ph.D. theses, and focuses her research on heterocyclic and organofluorine chemistry, aminophosphonic and α-amino acids, asymmetric synthesis, and highly electrophilic unsaturated systems.

Dmytro M. Volochnyuk, Enamine Ltd., 78 Winston Churchill St., Kyiv 02094. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Akademika Kuharya St., Kyiv 02094. Taras Shevchenko National University of Kyiv, 60 Volodymyrska St., Kyiv 01601

Prof. Dmytro M. Volochnyuk is a Ukrainian chemist who received his Ph.D. (2005) and Dr. Sci. (2011) degrees from the Institute of Organic Chemistry, NAS of Ukraine. Currently, he is holding the position of VP of innovations at the Enamine Scientific Research Institute, a senior scientific advisor at Enamine Ltd., a head of the Biologically Active Compounds Department at the Institute of Organic Chemistry of NAS of Ukraine, and a professor at the Institute of High Technologies, Taras Shevchenko National University of Kyiv. Prof. Volochnyuk co-authored over 230 publications. He is an expert in organic synthesis, organofluorine, organophosphorus, heterocyclic, combinatorial, and medicinal chemistry, elaboration of new methodologies, organometallics, process and flow chemistry, chemical education etc.

Serhiy V. Ryabukhin, Enamine Ltd., 78 Winston Churchill St., Kyiv 02094. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Akademika Kuharya St., Kyiv 02094. Taras Shevchenko National University of Kyiv, 60 Volodymyrska St., Kyiv 01601

Prof. Serhiy V. Ryabukhin is a Ukrainian chemist, who has been the CEO of Enamine Scientific Research Institute, a senior scientific advisor at Enamine Ltd, the head of the supramolecular chemistry department at the Institute of High Technologies, Taras Shevchenko National University of Kyiv, and a senior researcher at the Institute of Organic Chemistry of the NAS of Ukraine. He has more than 20 years’ experience in managing combinatorial chemistry departments as well as chemical outsourcing projects. Prof. Ryabukhin co-authored over 130 publications. He is an expert in combinatorial methods in organic chemistry, small organic molecules, elaboration of new methodologies, organosilicon, organoboron, and organofluorine chemistry, organometallics, heterocycles, process and flow chemistry, chemical education etc.

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Published

2025-11-13

Issue

Vol. 61 No. 7/8 (2025): Synthesis and transformations of heterocycles via pseudocyclic reactions

Section

Review Articles