1H NMR chemical shifts of BIP and BI2P analogs in CDCl3.
Compound | δ OH (ppm) | δ NH (ppm)a | δ NH (ppm)b |
---|---|---|---|
1 | 13.19c | — | 11.48c |
2 | 13.30c | — | 11.84c |
3 | 13.30d | — | 11.87d |
4 | 13.45e | — | 11.17e |
1′ | 13.36 | 12.07 | 11.54 |
2′ | 13.40 | 12.12 | 11.83 |
3′ | 13.42d | 12.15d | 11.90d |
4′ | 13.43 | 12.20 | ∼12.20f |
NH involved in the internal hydrogen bond between benzimidazoles (N2H⋯N3 in Fig. 3b).
NH involved in the internal hydrogen bond between the benzimidazole and the terminal proton-accepting group (either imine, such as N4H⋯N5 in Fig. 3b, or exocyclic amine, such as N2H⋯N3 in Fig. 3a).
Data from ref. 26.
Data from ref. 27.
Data from ref. 22.
Broad signal presumably overlapped with the NH signal assigned to the internal hydrogen bond between benzimidazoles (N2H⋯N3 in Fig. 3b).