ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Electrochemical investigations of thymine and thymidine in 1-butyl-3-methyl imidazolium tetrafluoroborate ionic liquids at room temperature

Shivaji Tayade, Kiran Patil, Geeta Sharma, Pramod Patil, Rahul M. Mane, Pramod Mahulikar, and Kiran Kumar K. Sharma

Shivaji University, Kolhapur, India

E-mail: kk_sarma@hotmail.com

Abstract: The electrochemical reduction of thymine (T) and thymidine (Thy) in 1-butyl-3-methylimidazolium tetrafluoroborate ionic liquid at room temperature is investigated using cyclic voltammetry (CV). The CV of thymine shows one-electron reduction peak at − 0.67 V vs Fc/Fc⁺, while thymidine exhibited two reduction peaks corresponding to − 1.54 V and at − 2.06 V vs Fc/Fc⁺. The difference in the reduction peaks of thymine and thymidine observed suggests a single-step and two-step reductions, respectively. The experimental voltammogram was convoluted for the the estimation of diffusion coefficient, charge transfer coefficient, kinetics, and energetics of thymine and thymidine. The theoretical prediction using semi-integral technique suggests that thymidine at the reduction peak − 1.54 V vs Fc/Fc⁺ proceeds a one-electron reductive cleavage of N–C glycosidic bond (nitrogen–carbon) via concerted dissociative electron-transfer mechanism while thymine.

Keywords: Ionic liquids ; Thymine ; Thymidine ; Convolution ; Concerted dissociative electron transfer ; Marcus theory 

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-019-00777-y

Chemical Papers 73 (9) 2275–2282 (2019)