Unprecedented Regioselective Deuterium‐Incorporation of Alkyltrimethylammonium Chlorides and Raman Analysis

Author:

Sawama Yoshinari1ORCID,Matsuda Takumi2,Moriyama Shogo1,Ban Kazuho1,Fujioka Hiroyoshi34,Kamiya Mako546,Shou Jingwen7,Ozeki Yasuyuki7,Akai Shuji1,Sajiki Hironao2

Affiliation:

1. Graduate School of Pharmaceutical Sciences Osaka University 1–6, Yamada-oka Suita Osaka 565-0871 Japan

2. A Laboratory of Organic Chemistry Gifu Pharmaceutical University 1-25-4-Daigaku-nishi Gifu 501-1196 Japan

3. Graduate School of Pharmaceutical Sciences The University of Tokyo Tokyo 113-0033 Japan

4. Department of Life Science and Technology Tokyo Institute of Technology Kanagawa 226-8501 Japan

5. Graduate School of Medicine The University of Tokyo Tokyo 113-0033 Japan

6. Living Systems Materialogy (LiSM) Research Group International Research Frontiers Initiative (IRFI) Tokyo Institute of Technology Kanagawa 226-8501 Japan

7. Department of Electrical Engineering and Information Systems The University of Tokyo Tokyo 113-8656 Japan

Abstract

AbstractAlkyltrimethylammonium chlorides (ATACs) are widely utilized as cationic surfactants in various scientific fields. Furthermore, deuterium‐incorporated compounds can be powerful tools for elucidating the complicated morphologies of molecules with high molecular weights. Dodecyltrimethylammonium chloride (DTAC), as a representative ATAC, underwent the regioselective multi‐deuteration of alkylamine moiety, except for α and β‐positions. Deuteration was performed under Pt/C and Ru/C‐catalyzed conditions in 2‐PrOH and D2O. The stimulated Raman scattering (SRS) revealed the specific signals of multi‐deuterated DTAC in the silent region.

Funder

Japan Society for the Promotion of Science

Japan Science and Technology Agency

Publisher

Wiley

Subject

Organic Chemistry

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