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Table 3 Assignment of the 13 C NMR spectra of the compounds 8a-l

From: Single-step synthesis of a new series of meso di-Mannich bases from the cyclic aminal (2S,7R,11S,16R)-1,8,10,17-tetraazapentacyclo[8.8.1.1.8,170.2,7011,16]icosane and p-substituted phenols

Product R C1, C1′ C2, C2′ C3, C3′ C4, C4′ C5, C5′ C6, C6′ C2 ArCH2N C3a, C7a C4, C5 C6, C7
8a F 153.4 d 122.0 d 114.7 d 156.0 d 115.4 d 117.0 d 73.4 55.0 61.1 21.5
24.7
8b Cl 156.2 122.5 128.0 123.9 129.0 117.6 73.4 55.0 61.1 21.5
24.7
8c Br 156.9 123.2 131.0 111.2 132.1 118.3 73.6 55.0 61.2 21.6
24.8
8f (C = O)OEt (14.5, 60.8, 166.5) 162.1 120.9 130.3 121.8 131.4 116.3 73.7 55.4 61.2 21.6
24.9
8 g (C = O)OPr (10.7, 22.3, 66.4, 166.5) 162.0 121.8 130.5 121.8 131.5 116.5 73.4 56.3 61.2 21.6
24.9
8 h (C = O)OBu (13.9, 19.4, 31.0, 64.6, 166.6) 162.2 121.0 130.2 121.8 131.4 116.3 73.7 55.5 61.2 21.7
24.9
8i H 157.6 121.3 128.2 119.3 129.1 116.1 73.4 55.4 61.0 21.6
24.6
8j Me (20,4) 155.2 121.0 128.8 128.4 129.5 115.9 73.4 55.3 61.0 20.4
21.7
8 k t-Bu (31.6, 33.9) 155.2 120.4 125.0 142.0 125.8 115.5 73.5 55.9 61.0 21.7
24.6
8 l OMe (55.7) 152.6 121.9 114.1 151.3 114.1 116.6 73.4 55.4 61.1 21.6
            24.6
  1. Table 3 represents all the measured signals for carbon atoms in compounds 8a-l in the 13C NMR spectra and their assignation in the molecular structure.