Bulletin of the Chemical Society of Japan p. 161 - 166 (1998)
Update date:2022-08-11
Topics:
Sonoda, Akinari
Takagi, Norio
Ooi, Kenta
Hirotsu, Takahiro
The complex formation behavior between boric acid and triethanolamine (TEA, H3L) in aqueous solutions was thoroughly examined by 11BNMR spectroscopy. In chloroform, one 11BNMR signal appeared due to triethanolamine borate (TEA-B, L-B) at -4.6 ppm, whereas in aqueous solutions two signals appeared due to TEA-B and a new boron complex at -5.8 and -9.5 ppm, respectively, in addition to a signal ascribed to boric acid and borate ion. The area ratios between the signals at -5.8 and -9.5 ppm were almost constant regardless of the molar ratios between boric acid and TEA, suggesting that the new complex is a 1: 1 complex between boric acid and TEA. Both complexes were stable in aqueous solutions over the pH range of 6.7 to 10.9. Their chemical shift values were constant and independent of the pH value. This also implies that the new complex has a tetrahedral structure around the boron atom, similar to TEA-B. Based on 1H and 13C NMR spectroscopy and a preliminary examination of complexation between boric acid and aminoalkanols, we have concluded that the new complex (NB, HL-B(OH)) is a 1 : 1 boron to TEA complex with a bicyclo[3,3,0]structure having a boron-nitrogen bond.
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