Synthesis and reactivity of asymmetric bis(sulfonyl) imides

Article type: Research Article

Authors: Chen, Tuqiang^{a; *} | Majumdar, Bhaskar S.^b

Affiliations: [a] TH Chem, Inc., Albuquerque, NM, USA | [b] Department of Materials and Metallurgical Engineering, New Mexico Institute of Mining and Technology, NM, USA

Correspondence: [*] Corresponding author: Tuqiang Chen, TH Chem, Inc., 9631 Adina Lane NW, Albuquerque, NM 87114, USA.Tel.: +1 505 610 6027; Fax: +1 505 507 2590; E-mail: [email protected].

Abstract: The asymmetric bis(sulfonyl) imide, CH3SO2N(Li)SO2CF3 (3), was synthesized in high yield by refluxing (CH3)3SiN(Li)SO2CF3 (5) in CH3SO2F at ∼125°C. Equimolar combination of 3 with BrCH2SiMe3 and ClSiMe3 with presence of a base (nBuLi) gave rise to Me3SiCH2CH2SO2N(Li)SO2CF3 and Me3SiCH2SO2N(Li)SO2CF3, respectively, which were isolated subsequently in the acid form as Me3SiCH2CH2SO2N(H)SO2CF3 (6) and Me3SiCH2SO2N(H)SO2CF3 (7). The new compounds, 3, 6, and 7, were characterized by NMR spectroscopies including 1H, 13C, and 19F.

Keywords: Asymmetric, bis(sulfonyl) imide, lithium imide, single-ion, polymer electrolyte

DOI: 10.3233/MGC-160220

Journal: Main Group Chemistry, vol. 15, no. 4, pp. 375-382, 2016