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1 VI. NMR spectra VI-1. Silyl enol ether of cyclic ketones (4a-4g) TMS silyl enol ether 4a I-4a/1 AVB- ZB Proton starting parameters. 6/11/3 RN TMS TMS silyl enol ether 4b I-4b/1 AVB- ZB Proton starting parameters. 6/11/3 RN 1 TMS

2 TMS silyl enol ether 4c I-4c/1 AVB- ZB Proton starting parameters. 6/11/3 RN 1 TMS TMS silyl enol ether 4d I-4d/1 AV- Dual C-H probe proton starting parameters 7/23/3 RN. 1 TMS S-2

3 TMS silyl enol ether 4e I-198 AV- Dual C-H probe proton starting parameters 7/23/3 RN. 1 TMS TMS silyl enol ether 4f II-6 AV- Dual C-H probe proton starting parameters 7/23/3 RN. TMS S-3

4 TMS silyl enol ether 4g II-7 AV- Dual C-H probe proton starting parameters 7/23/3 RN. TMS VI-1. Silyl enol ether of acyclic ketones (6a-6n) TMS silyl enol ether 6g II-24-sm AV- Dual C-H probe proton starting parameters 7/23/3 RN. 1 TMS 1 1 E/Z 2: S-4

5 TMS silyl enol ether 6b I-18 AV- Dual C-H probe proton starting parameters 7/23/3 RN. TMS 65 E/Z 5: TMS silyl enol ether 6c I-189 AV- Dual C-H probe proton starting parameters 7/23/3 RN. TMS 55 E/Z 2: S-5

6 TMS silyl enol ether 6d II-1 AV- Dual C-H probe proton starting parameters 7/23/3 RN. 85 TMS CF 3 75 E/Z 1: TMS silyl enol ether 6e TMS E/Z 2:1 S-6

7 TMS silyl enol ether 6f I-197 AV- Dual C-H probe proton starting parameters 7/23/3 RN. TMS 9 E/Z 3: TMS silyl enol ether 6g I-23 AV- Dual C-H probe proton starting parameters 7/23/3 RN. 1 TMS 1 9 E/Z 3: S-7

8 TMS silyl enol ether 6h I-24 AV- Dual C-H probe proton starting parameters 7/23/3 RN. TMS 9 E/Z 2: TMS silyl enol ether 6i I-187 AV- Dual C-H probe proton starting parameters 7/23/3 RN. TMS 9 E/Z 3: S-8

9 TMS silyl enol ether 6j II-5 AV- Dual C-H probe proton starting parameters 7/23/3 RN. TMS 9 E/Z 3: TMS silyl enol ether 6k II-2 AV- Dual C-H probe proton starting parameters 7/23/3 RN. 32 TMS 28 F 3 C E/Z 3: S-9

10 TMS silyl enol ether 6i I-6l/1 AV- Dual C-H probe proton starting parameters 7/23/3 RN. TMS E/Z 1: TMS silyl enol ether 6m I-182 AVQ- loaner probe 1 TMS 1 Et E/Z 1: S-1

11 TMS silyl enol ether 6n CDCl HD S-11

12 V-1-1. Cyclic Ketones 2-Phenyl cyclohexanone (5a) V-1. NMR spectra of Ketones I-5a/1 AV- Dual C-H probe proton starting parameters 7/23/3 RN S-12

13 2-(4-thoxyphenyl) cyclcohexanone (5b) a) 1 H NMR spectrum b) 13 C NMR spectrum I-5b/2 AV- Dual C-H probe Carbon starting parameters 7/23/3 RN S-13

14 2-(4-thyiphenyl) cyclcohexanone (5c) a) 1H NMR spectrum I-5c-PT/1 AV- Dual C-H probe proton starting parameters 7/23/3 RN b) 13 C NMR spectrum I-5c-PT/2 AV- Dual C-H probe Carbon starting parameters 7/23/3 RN S-14

15 2-(2Naphthyl) cyclohexanone (5d) a) 1 H NMR spectrum I-5d/1 AV- Dual C-H probe proton starting parameters 7/23/3 RN b) 13 C NMR spectrum I-5d/2 AV- Dual C-H probe Carbon starting parameters 7/23/3 RN S-15

16 2-Phenylcycloheptanone (5e) I-5e/1 AVB- ZB Proton starting parameters. 6/11/3 RN thyl-1-tetralone (5f) I-155-sm AV- Dual C-H probe proton starting parameters 7/23/3 RN S-16

17 2-thyl-1-indanone (5g) I-5g/1 AV- Dual C-H probe proton starting parameters 7/23/3 RN S-17

18 V-1-1. Acyclic Ketones 2-Phenylpropiophenone (7a) a) 1 H NMR spectrum b) 13 C NMR spectrum S-18

19 2-(4-thoxyphenyl)propiophenene (7b) a) 1 H NMR spectrum b) 13 C NMR spectrum S-19

20 2-(4-thylphenyl)propiophenene (7c) a) 1 H NMR spectrum I-177 AV- Dual C-H probe proton starting parameters 7/23/3 RN b) 13 C NMR spectrum I-177 AV- Dual C-H probe Carbon starting parameters 7/23/3 RN S-2

21 2-(4-Trifluoromethylphenyl)propiophenene (7d) a) 1 H NMR spectrum I-7d/2 AV- Dual C-H probe proton starting parameters 7/23/3 RN. CF b) 13 C NMR spectrum I-7d/1 AV- Dual C-H probe Carbon starting parameters 7/23/3 RN CF S-21

22 2-(2-Naphthyl)propiophenene (7e) a) 1 H NMR spectrum I-16 AV- Dual C-H probe proton starting parameters 7/23/3 RN b) 13 C NMR spectrum I-16 AV- Dual C-H probe Carbon starting parameters 7/23/3 RN S-22

23 2-(1-Naphthyl)propiophenone (7f) a) 1 H NMR spectrum I-181-rc AV- Dual C-H probe proton starting parameters 7/23/3 RN b) 13 C NMR spectrum I-181-rc AV- Dual C-H probe Carbon starting parameters 7/23/3 RN S-23

24 2-(2-thoxyphenyl)propiophenone (7g) a) 1 H NMR spectrum I-21 AV- Dual C-H probe proton starting parameters 7/23/3 RN b) 13 C NMR spectrum I-21 AV- Dual C-H probe Carbon starting parameters 7/23/3 RN S-24

25 2-(2-thylphenyl)propiophenone (7h) a) 1 H NMR spectrum I-22 AV- Dual C-H probe proton starting parameters 7/23/3 RN b) 13 C NMR spectrum I-22 AV- Dual C-H probe Carbon starting parameters 7/23/3 RN S-25

26 1-(4-thoxyphenyl)-2-phenylpropan-1-one (7i) a) 1 H NMR spectrum I-186 AV- Dual C-H probe proton starting parameters 7/23/3 RN b) 13 C NMR spectrum I-7i-13C/1 AV- Dual C-H probe Carbon starting parameters 7/23/3 RN S-26

27 1-(4-thylphenyl)-2-phenylpropan-1-one (7j) a) 1 H NMR spectrum I-26 AV- Dual C-H probe proton starting parameters 7/23/3 RN b) 13 C NMR spectrum I-26 AV- Dual C-H probe Carbon starting parameters 7/23/3 RN S-27

28 1-(4-Trifluoromethylphenyl)-2-phenylpropan-1-one (7k) a) 1 H NMR spectrum I-25 AV- Dual C-H probe proton starting parameters 7/23/3 RN. 1 9 F 3 C b) 13 C NMR spectrum I-25 AV- Dual C-H probe Carbon starting parameters 7/23/3 RN F 3 C S-28

29 2,2-Dimethyl-4-phenylpentan-3-one (7l) a) 1 H NMR spectrum II-16-unknown AV- Dual C-H probe proton starting parameters 7/23/3 RN b) 13 C NMR spectrum II-16-unknown AV- Dual C-H probe Carbon starting parameters 7/23/3 RN S-29

30 2-Phenyl butyrophenone (7m) a) 1 H NMR spectrum I-178 AV- Dual C-H probe proton starting parameters 7/23/3 RN Et b) 13 C NMR spectrum I-178 AV- Dual C-H probe Carbon starting parameters 7/23/3 RN Et S-3

31 2-thyl butyrophenone (7n) a) 1 H NMR Spectrum Et CDCl HD 1 HD 1.49 HD b) 13 C NMR Spectrum Et S-31

32 VII. HPLC data S-32

33 (5b) S-33

34 (5c) S-34

35 (5d) S-35

36 S-36

37 (5f) S-37

38 S-38

39 (7a) S-39

40 S-4

41 (7c) S-41

42 S-42

43 S-43

44 S-44

45 S-45

46 S-46

47 S-47

48 S-48

49 F 3 C (7k) S-49

50 S-5

51 S-51

52 S-52