Page 1
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
0.98
1.70
1.72
1.73
4.33
4.34
4.36
7.26
8.22
9.2
1
2.0
4
2.0
0
0.8
8
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 ppm
29.81
29.94
41.58
67.54
76.84
77.16
77.48
91.77
163.28
Electronic Supplementary Material (ESI) for Chemical Science.This journal is © The Royal Society of Chemistry 2018
Page 2
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
0.88
0.90
0.92
0.94
1.37
1.39
1.40
1.40
1.40
1.41
1.42
1.43
1.76
1.78
1.80
4.27
4.29
4.30
7.26
8.22
3.4
1
4.2
6
2.0
7
2.0
0
0.9
4
Page 3
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
0.90
1.28
1.29
1.31
1.32
1.33
1.33
1.34
1.35
1.36
1.36
1.42
1.44
1.45
1.46
1.74
1.76
1.77
1.78
1.79
4.27
4.29
4.30
7.26
8.22
2.9
4
8.4
0
2.1
5
2.1
5
1.9
9
0.9
0
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 ppm
14.17
22.74
25.96
28.39
29.29
31.90
69.78
76.95
77.16
77.37
91.86
163.19
Page 4
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
1.14
1.15
1.16
1.19
1.20
1.22
1.23
1.26
1.27
1.27
1.29
1.30
1.31
1.33
1.62
1.66
1.67
1.69
1.72
1.73
1.75
1.77
1.78
1.80
4.24
4.25
4.27
7.26
8.21
2.1
3
6.1
7
7.4
0
2.0
0
0.9
4
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 ppm
25.71
26.40
26.72
33.37
33.52
37.33
69.96
76.94
77.16
77.37
91.82
162.97
Page 5
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
1.76
1.77
1.78
1.78
1.78
1.79
1.79
1.80
1.80
1.81
1.81
1.81
1.81
1.81
1.82
1.82
1.82
1.83
1.83
1.84
1.84
1.85
1.85
2.67
2.69
2.70
4.30
4.31
4.32
7.18
7.18
7.18
7.19
7.20
7.26
7.27
7.28
7.30
8.24
4.3
0
2.0
8
2.0
0
3.0
1
2.1
3
0.9
1
Page 6
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
0.90
1.28
1.29
1.31
1.32
1.33
1.33
1.34
1.35
1.36
1.36
1.42
1.44
1.45
1.46
1.74
1.76
1.77
1.78
1.79
4.27
4.29
4.30
7.26
8.22
2.9
4
8.4
0
2.1
5
2.1
5
1.9
9
0.9
0
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 ppm
31.45
41.21
66.03
76.84
77.16
77.48
91.48
162.81
Page 7
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 ppm
1.47
1.47
1.48
1.49
1.51
1.51
1.51
1.52
1.55
1.56
1.58
1.58
1.58
1.59
1.59
1.60
1.60
1.78
1.79
1.80
1.81
1.82
3.61
3.63
3.64
4.29
7.26
8.22
6.0
4
9.1
2
2.1
9
2.1
2
2.0
5
2.0
1
2.0
0
0.8
7
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm
-5.17
18.43
22.43
26.08
28.23
32.48
63.01
69.64
76.95
77.16
77.37
91.80
163.11
Page 8
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
1.21
2.11
2.13
2.14
4.22
4.39
7.26
8.31
9.1
4
2.0
5
2.0
2
2.0
0
0.8
9
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 ppm
27.26
27.82
38.83
60.77
65.92
76.95
77.16
77.37
91.48
162.83
178.36
Page 9
11 10 9 8 7 6 5 4 3 2 1 ppm
1.81
1.81
1.81
2.38
2.39
2.41
3.67
4.29
4.30
4.32
7.26
8.26
4.4
0
2.1
4
3.1
3
2.0
0
0.9
9
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 ppm
21.50
27.80
33.57
51.64
69.05
76.84
77.16
77.47
91.60
162.98
173.77
Page 10
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
1.84
1.85
1.85
3.74
3.76
3.77
4.32
7.26
7.70
7.71
7.71
7.72
7.83
7.84
7.84
7.85
8.25
4.1
9
2.0
0
2.0
1
2.1
4
2.1
6
0.9
6
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 ppm
25.34
25.93
37.70
68.90
76.95
77.16
77.37
91.65
123.38
132.29
134.07
163.02
168.50
Page 12
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 ppm
9.48
25.91
76.95
77.16
77.38
82.01
92.36
162.77
Page 13
1.01.52.02.53.03.54.04.55.05.56.06.57.07.58.08.59.09.5 ppm
1.30
1.34
1.36
1.36
2.07
2.08
2.10
2.11
2.35
2.36
2.39
2.40
5.16
5.17
5.18
5.18
7.26
8.29
3.1
1
2.9
6
2.9
5
3.1
2
1.0
2
1.0
5
1.0
0
0.9
9
Page 21
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
1.15
1.17
1.19
1.21
1.30
1.32
1.32
1.33
1.34
1.34
1.35
1.37
1.38
1.62
1.64
1.65
1.65
1.70
1.90
1.92
2.41
2.42
4.65
7.26
8.47
3.3
5
3.3
9
3.4
5
2.1
5
2.0
9
2.0
0
1.0
9
Page 22
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
2.58
2.60
2.62
2.92
2.94
2.96
4.79
7.22
7.22
7.24
7.26
7.29
7.31
8.52
2.0
6
2.2
0
2.0
0
3.2
1
2.6
1
0.9
8
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 ppm
6.29
37.97
52.83
76.95
77.16
77.38
80.53
91.06
126.59
128.79
139.51
161.35
Page 23
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
4.26
4.69
7.26
8.53
2.0
1
2.0
1
0.8
3
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm
-0.52
56.64
76.48
76.95
77.16
77.37
90.88
160.91
Page 24
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 ppm
0.06
0.89
1.84
1.85
1.86
1.87
1.88
1.89
2.34
2.35
2.36
3.71
3.72
3.73
4.75
7.26
8.48
6.1
7
9.3
2
2.2
7
2.2
4
2.1
7
2.0
0
1.0
8
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm
-5.10
8.19
18.43
26.11
35.16
47.96
61.54
76.95
77.16
77.37
80.97
91.06
161.38
Page 25
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
1.26
4.54
4.72
7.26
8.51
8.9
2
1.9
8
2.0
0
0.9
8
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm
-3.05
27.36
39.18
72.81
76.95
77.16
77.38
90.87
161.24
176.49
Page 27
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
2.69
2.70
2.71
4.01
4.02
4.04
4.78
7.26
7.71
7.71
7.72
7.72
7.83
7.84
7.84
7.85
8.51
2.1
5
2.1
9
2.0
0
2.1
6
2.1
1
0.9
9
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm
-1.52
40.52
48.09
76.94
77.16
77.37
80.61
90.90
123.52
132.16
134.21
161.21
168.01
Page 28
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
1.59
1.60
3.02
4.61
4.62
4.63
4.64
7.26
8.50
3.0
4
3.0
6
1.0
0
1.0
0
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 ppm
5.35
19.19
43.55
76.95
77.16
77.37
84.24
91.23
160.99
Page 34
COSY
NOESY
Hb
Hb
Ha
Hc
Hc
Hb
Ha
Hc
Hc Hd
Page 37
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
1.37
4.87
7.26
8.47
9.0
4
2.0
0
0.9
1
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 ppm
27.92
27.97
44.05
75.58
76.95
77.16
77.37
83.51
91.06
162.16
Page 41
9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm
1.11
4.05
4.05
4.06
4.07
4.39
4.40
4.40
4.42
4.65
4.66
4.67
4.68
7.26
8.35
9.2
9
0.9
9
1.0
0
1.0
0
0.9
6
190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 ppm
27.26
27.82
38.83
60.77
65.92
76.95
77.16
77.37
91.48
162.83
178.36