A regioselective step-by-step C60Cl6 functionalization approach affords a novel family of C60Ar5Th'Th''H fullerene derivatives with promising antiviral properties

Valeriya S Bolshakova; Olga A Kraevaya; Alexander S Peregudov; Vitaliy Yu Markov; Svetlana V Kostyuk; Dominique Schols; Alexander F Shestakov; Pavel A Troshin

doi:10.1039/d2cc07020k

A regioselective step-by-step C₆₀Cl₆ functionalization approach affords a novel family of C₆₀Ar₅Th'Th''H fullerene derivatives with promising antiviral properties

Chem Commun (Camb). 2023 Mar 28;59(26):3882-3885. doi: 10.1039/d2cc07020k.

Authors

Valeriya S Bolshakova^{1

2}, Olga A Kraevaya¹, Alexander S Peregudov³, Vitaliy Yu Markov⁴, Svetlana V Kostyuk⁵, Dominique Schols⁶, Alexander F Shestakov^{1

7}, Pavel A Troshin^{8

9

1}

Affiliations

¹ Federal Research Center for Problems of Chemical Physics and Medicinal Chemistry of RAS, Semenov Prospect 1, Chernogolovka, 142432, Russia. okraevaya@inbox.ru.
² Higher Chemical College of RAS, D.I. Mendeleev University of Chemical Technology of Russia, Miusskaya square 9, Moscow, 125047, Russia.
³ A.N. Nesmeyanov Institute of Organoelement compounds of RAS, Vavylova St. 28, B-334, Moscow, 119991, Russia.
⁴ Department of Chemistry, M.V. Lomonosov Moscow State University, Leninskie Gory 1/3, Moscow, 119991, Russia.
⁵ Research Centre for Medical Genetics, Moskvorech'e St. 1, Moscow, 115522, Russia.
⁶ Rega Institute for Medical Research, KU Leuven, Herestraat 49, 3000, Leuven, Belgium.
⁷ Department of Fundamental Physics & Chemical Engineering, M.V. Lomonosov Moscow State University, Leninskie Gory 1/51, Moscow, 119991, Russia.
⁸ Zhengzhou Research Institute, Harbin Institute of Technology, Longyuan East 7th 26, Jinshui District, Zhengzhou, 450003, China.
⁹ Harbin Institute of Technology, West Dazhi Street 92, Nan Gang District, Harbin, 150001, China.

PMID: 36916636
DOI: 10.1039/d2cc07020k

Abstract

We report a novel reaction of the recently discovered family of fullerene derivatives C₁-C₆₀Ar₅Th' with thiophene derivatives Th''H yielding a previously unknown family of C₁-C₆₀Ar₅Th'Th''H compounds with three different types of functional aromatic addends attached to the carbon cage. The discovered reaction paves a way to the synthesis of novel C₆₀ fullerene derivatives with promising antioxidant and antiviral properties.