Thesis-Final 03 June 2011 pdf - Jacobs University

Results and discussion Chapter 3
Figure 119: 13 C-NMR spectrum of (1S, 3R, 4R, 5R)-1, 3, 4-tri-cinnamoyl quinide
The 13 C-NMR spectrum shows consistent signals with 1 H-NMR spectrum. The first
two signals of the spectrum occurred at 34.12 ppm and 34.55 ppm with similar
intensity assigned to C-2 and C-6. These signals followed by quinide protons at 65.19,
66.20 and 74.12 ppm identified as C-4, C-3 and C-4 carbons due to 1 H 13 C-HMQC
spectrum. The slightly smaller signal at 74.43 ppm assigned to C-1. The first set of
aromatic carbons were found at 116.48, 116.59, 116.81 ppm then the second part
occurred at 128.13, 128.35, 128.44, 128.85, 128.95, 129.05, 130.19, 130.66, 130.82,
130.94 and 131.01 ppm. The last parts of aromatic carbons which have no proton
attached to it were found at 133.98, 134.02 and 134.23 ppm. These signals were
assigned to C-11, C-20 and C-29. The six olefinic carbons occurred in two different
regions as well. The first set of signals occurred at 117.04, 117.28 and 117.46 ppm
and assigned to C-9, C-18 and C-27 due to crosspeaks at 1 H 13 C-HMQC. Then the
second sets of olefinic carbons occurred at 133.98, 134.02 and 134.23 ppm. These
carbons assigned to C-11, C-20 and C-9 respectively. At lasts carbonyl carbons
occurred at very last part of the spectrum165.21, 165.39, 165.60 and 171.77 ppm. The
first three signals showed similar intensity and due to chemical shift assigned to C-8,
C-17 and C-26 carbons. Then the last signal at 171.77 ppm identified as C-7 due to
1 H 13 C-HMQC spectrum.
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