ORGANIC SPECTROSCOPY INTERNATIONAL: Boric Ester-Type Molten Salt via Dehydrocoupling Reaction

Figure 1. ¹H-NMR of 5 (solvent: CDCl₃; 10%; r.t.; TMS; 400 MHz).

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Int. J. Mol. Sci. 2014, 15(11), 21080-21089; doi:10.3390/ijms151121080

Article

Boric Ester-Type Molten Salt via Dehydrocoupling Reaction

Noriyoshi Matsumi ^1,*, Yoshiyuki Toyota ¹, Prerna Joshi ¹, Puhup Puneet ¹, Raman Vedarajan ¹ and Toshihiro Takekawa ²

¹School of Materials Science, Japan Advanced Institute of Science and Technology (JAIST), 1-1 Asahidai, Nomi, Ishikawa 923-1292, Japan; E-Mails: brothertobrother@gmail.com (Y.T.); joshi.prerna2011@gmail.com (P.J.); rupakagain2008@gmail.com (P.P.); raman@jaist.ac.jp (R.V.)

²Advanced Materials Laboratory, Nissan Motor Co., Ltd., 1 Natsushima-cho, Yokosuka-shi, Kanagawa 237-8523, Japan; E-Mail: t-takekawa@mail.nissan.co.jp

*Author to whom correspondence should be addressed; E-Mail: matsumi@jaist.ac.jp; Tel.: + 81-761-51-1600; Fax: +81-761-51-1665.

Prerna J.

JOSHI PRERNA

Noriyoshi Matsumi

Figure 2. ¹³C-NMR of 5 (solvent: DMSO; r.t.; 100 MHz)

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Figure 3. ¹¹B-NMR of 5 (solvent: CDCl₃; r.t.; external standard: B(OCH₃); 128 MHz).

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Figure 4. ¹⁹F-NMR of 5 (solvent: CDCl₃; r.t.; external standard: C₆H₅CF₃; 376 MHz).

data
1H-NMR (CDCl3, δ, ppm) 1.26–2.50 (20H, 9-BBN), 3.98 (3H, CH3), 4.33 (2H, –NCH2CH2O), 5.62 (2H, –NCH2CH2OB–), 7.21, 7.35 (2H, –NCHCHN–), 8.87 (1H, –NCHN–).

13C-NMR (DMSO-d6, δ, ppm) 23.3–33.2 (9-BBN), 36.1, 52.1, 59.8, 119.4 (q, CF3), 123.1–123.8 (N–C=C–N), 137.3 (N–C=N).

11B-NMR (CDCl3, δδ, ppm) 33.3.

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