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. Author manuscript; available in PMC: 2021 Jul 2.
Published in final edited form as: J Org Chem. 2020 Jun 17;85(13):8462–8479. doi: 10.1021/acs.joc.0c00783

Table 10.

Comparison of the 13C NMR resonances of the terminal units in 11, 17, and 19 with those of the corresponding carbons in 2 and 5a.

No 2 5 11 11vs2 11vs5 17 17vs2 17vs5 19 19vs2 19vs5
δC δC δC ΔδC ΔδC δC ΔδC ΔδC δC ΔδC ΔδC
2 84.43 83.80 84.44 0.01 0.64 85.1 0.67 1.3 84.49 0.06 0.69
3 68.09 68.32 68.08 −0.01 −0.24 68.18 0.09 −0.14 68.13 0.04 −0.19
4 29.04 28.84 29.18 0.14 0.34 29.22 0.18 0.38 29.14 0.10 0.30
5 156.15 156.14 156.09 −0.06 −0.05 156.15 0 0.01 155.98 −0.17 −0.16
6 96.39 96.37 96.30 −0.09 −0.07 96.60 0.21 0.23 96.45 0.05 0.07
7 152.19 152.17 152.11 −0.08 −0.06 152.08 −0.11 −0.09 152.52 0.33 0.35
8 106.69 106.4 106.79 0.10 0.39 106.39 −0.3 −0.01 107.12 0.43 0.72
9 151.41 150.80 151.36 −0.05 0.56 151.29 −0.12 0.49 151.00 −0.41 0.20
10 103.01 102.69 103.11 0.10 0.42 103.08 0.07 0.39 102.80 −0.22 0.11
1’ 130.47 130.77 130.37 −0.10 −0.40 129.95 −0.52 −0.82 130.43 −0.04 −0.34
2’ 115.65 115.30 115.83 0.18 0.53 116.31 0.66 1.01 115.70 0.05 0.40
3’ 146.30 146.35 146.21 −0.09 −0.14 146.11 −0.19 −0.24 146.20 −0.10 −0.15
4’ 146.74 146.70 146.70 −0.04 0.00 146.92 0.18 0.22 146.70 −0.04 0.00
5’ 116.22 116.24 116.28 0.06 0.04 116.78 0.56 0.54 116.00 −0.22 −0.24
6’ 120.66 120.30 120.81 0.15 0.51 121.31 0.65 1.01 120.74 0.08 0.44
ΣΔδC 0.22 2.47 2.03 4.28 84.49 −0.06 2.19
a

The 13C NMR data (100 MHz) was acquired in CD3OD with the temperature set as 278 K. With smaller ΣΔδC value.