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Table1. NMR1 Í,13Ñ and 19F Spectras' Data of New Partly Fluorinated Compounds

Compounds

 NMR 1H spectra NMR 13C spectra NMR 19F spectra

H ppm (J, Hz)

H ppm (J, Hz)

H ppm (J, Hz)

I a		 5,20 (OH) c
4,06 (H1) t (12)		 117.8 (C7, 1JCF 285; 2JCF 32.3);
116.1 (C2, 1JCF 255; 2JCF 31.1);
111.3 (C3-6, 1JCF 246; 2JCF 28.5);		 82.7 (F7); 42.3 (F6);
41.6 (F4,5); 40.7 (F3);
38.0 (F2)

I b		 4.98 (OH) c
4.11 (H1) (13.6)		 119.7 (C6, 1JCF 286.1;
119.0 (C5, 1JCF 286.1);
117.4 (C2, 1JCF 286.1; 2JCF 33.1);
115.8 (C3, 1JCF 284.5; 2JCF 30.7);
106.9 (C4, 1JCF 267.6; 2JCF 39.5);
60.6 (C1, 2JCF 27.8) 		82.3 (F5); 81.7 (F6);
34.2 (F4,5); 28.1 (F2)
 

I c		 3.90 (H1)d (9.6)
2.37 (OH) s		 122.5 (C2, 1JCF 279.1);
119.1 (C7, 1JCF 268.5);
114.2 (C3-6, 1JCF 289.1; 2JCF 41.6);
62.3 (C1, 2JCF 32.0) 		108.1 (F7, 3J 9.2);
83.2 (F6); 75.4 (F3-5);
73.3 (F2, J 9)

I d		 8.00 (OH)
3.30 (H1) t (8.0);
2.77 (H2) t (8.0)
 		   91.3 (F8,9, d JFF 8) ;
48.6 (F4,5, tt JFF 21.1);
43.1 (F6); 40.7 (F3);
- 22.5 (F7)

III		 3.25 (H1) t (8);
2.69 (H2) tt (17.2; 8.8) 		118.9 (C8,9, 1JCF 290.2; 2JCF 26.3);
117.9 (C6, 1JCF 257.5; 2JCF 32.2);
113.0 (C5', 1JCF 273.6; 2JCF 34.5);
112.7 (C5'', 1JCF 273.6; 2JCF 34.5);
111.3 (C4, 1JCF 267.6; 2JCF 32.9);
90.8 (C7, 1JCF 225.8; 2JCF 33.6);
36.9 (C1, 2JCF 22.3); 30.1 (C2, 2JCF 22.6); 		90.9 (F8,9) d JFF 8;
48.1 (F5,6) tt (21.1);
42.7 (F4); 40.3 (F3);
-22.9 (F7)

V a		 6.09 (H6) tt (48.6,5.0);
6.12 (H1') t (10.4);
6.42 (H1'') d (19.2);
5.95 (H1'') d (10.4);
4.55 (H4) tt (13.4, 8.7)		 164.5 (C3); 132.3 (C1); 126.4 (C2);
114.0 (C6, 1JCF 258.1; 2JCF 27.7);
109.0 (C5, 1JCF 253.2);
59.4 (C4, 2JCF 28.1);		 38.7 (F6) JFH 13.4;
25.1 (F5) JFH 52.9

V b		 6.09 (H8) tt (48.6, 5.2)
6.42 (H1') d (19.2);
6.12 (H2) t (10.4);
5.88 (H1'') d (10);
4.66 (Í4) d (14.0)		 164.6 (C3); 132.3 (C1); 126.5 (C2);
110.3 (C6,7, 1JCF 230.0; 2JCF 31.8);
107.9 (C5,8, 1JCF 253.1; 2JCF 31.1);
59.9 (C4, 2JCF 27.1)		 43.9 (F5); 38.0 (F6);
33.2 (F7); 25.0 (F8)2JFH 27.0

V c		 6.09 (H10) tt (52.0,
6.48 (H2) t (17.2);
6.11 (H1') dd (10.6, 17.2);
5.90 (H1'') d (10.6);
4.66 (H4) t (14.0)		 164.7 (C3); 132.7 (C2); 126.5 (C1);
115.6 (C10, 1JCF 255.8; 2JCF 30.1);
111.2 (C6-9, 1JCF 236.8; 2JCF 32.8);
107.3 (C5, 1JCF 201.2; 2JCF 31.4);		 44.9 (F9), 41.6 (F6);
40.6 (F7,8); 34.1 (F5);
26.1 (F10) 2JFH 51.6

V d		 6.20 (H12) tt (52.0,
6.49 (H1') d (16.4);
6.09 (H1'') d (10.8);
5,87 (H2) dd (14.0; 12.0);
4.68 (H4) t (13.6)		 164.6 (C3); 132.6 (C1); 126.7 (C2);
114.9 (C12, 1JCF 258.2; 2JCF 31.8);
111.1 (C6-11, 1JCF 275.6; 2JCF 35.6);
107.9 (C5, 1JCF 254.4; 2JCF 31.6);
59.6 (C4, 2JCF 26.9)		 44.4 (F5); 42.3 (F8-10);
40.8 (F6,7); 34.4 (F11);
26.6 (F12) 2JFH 51.6
VIa 5.99 (H6,9) d (52);
4.37 (H4) t (13.7);
3.90 (H7) t (14.0);
3.98 (H3);
2.68 (H2) t (5.4)		 169.5 (C1), 115.5 (C5, 1JCF 256.4; 2JCF 30.6);
114.6 (C8, 1JCF 256.7; 2JCF 31.1);
107.8 (C6,9, 1JCF 253.6; 2JCF 31.1);
68.0 (C4, 2JCF 25.0); 59.3 (C7, 2JCF 39.3);
34.2 (Ñ2); 33.2 (C3)		 37.6 (F6) JFH 12.2;
23.2 (F5) JFH 52.9
VI b 5.99 (H8,13) d (52.0);
4.55 (H4) t (13.8);
3.90 (H9) t (14.0);
3.89 (H9) t (5.2);
2.68 (H2) 		169.5 (C1); 110.4 (C5,8,10,13, 1JCF 264.2; 2JCF 30.6);
107.8 (C6,7,11,12, 1JCF 253.4; 2JCF 30.7);
67.7 (C3); 59.4 (C4,9, 2JCF 26.2); 34.3 (C2) 		44.1(F5); 43.9 (F10);
38.7 (F6); 38.3 (F11);
33.8 (F7); 26.2 (F8)  d 2JFH 54.8; 26.0
(F13) d (54)
VI c 6.09 (H10,17) tt (52.0,
4.66 (H4) t (13.6);
3.96 (H3); 2.68 (H2);
3.89 (H11) t (5.2)		 171.1 (C1); 115.6 (C5,12, 1JCF 255.8; 2JCF 30.1); 111.2 (C6-9,13-16, 1JCF 236.8; 2JCF 32.8); 107.2 (C5, 1JCF 201.2; 2JCF 31.4); 69.2 (C4, 2JCF 25.7); 60.5 (C11, 2JCF 25.8); 35.4 (C2,3) 44.3 (F9); 42.1 (F7,8);
40.7 (F6); 34.3 (F5);
26.3 (F10) 2JFH 51.6
VII a 6.45 (H1'') d (16.0);
6.15 (H2) dd (16.0; 9.2);
5.85 (H1') dd (16.0; 9.2);
4.68 (H4) t (13.6)		 164.2 (C3); 132.4 (C1); 126/7 (C2);
117.3 (C10, 1JCF 286; 2JCF 32.9);
114.8 (C5, 1JCF 256; 2JCF 30.0);
111.1 (C6-8, 1JCF 263.5; 2JCF 35.0); t (11.7)
110.4 (C9, 1JCF 264; 2JCF 34.8);
59.6 (C4, 2JCF 27.1);		  82.5 (F10) t (8.3);
 44.2 (F9); 41.9 (F8);
40.6 (F6); 37.7 (F5)
VII b 6.50 (H1) d (1.4);
6.18 (H2) dd (10.4; 17.2);
5.88 (H1) d (10.6)
4.76 (H1) dd (10.8; 4.2)		 163.4 (C3); 131.8 (C2); 126.1 (C1); 117.4 (C6, 1JCF 286.4; 2JCF 33.1); 119.4 (C2, 1JCF 285.8);118.8 (C8, 1JCF 285.8);107.7 (C5, 1JCF 253.4; 2JCF 36.8);106.9 (C7, 1JCF 267.8; 2JCF 39.3);59.4 (C4, 2JCF 31.5) 81.5 (F9); 80.5 (F8);
33.9 (F6,7); 29.7 (F5)

VII c		 6.46 (H'' 7.6);
6.13 (H2) dd (17.2; 6.8);
5.87 (H1') d (10.8);
4.54 (H4) t (9.2)
 		 164.0 (C3); 131.9 (C1); 126.7 (C2);
121.7 (C5, 1JCF 277.9);
119.4 (C10, 1JCF 267.6);
114.5 (C6-9, 1JCF 230.3; 2JCF 31.3);
61.4 (C4, 2JCF 34.0); 		107.7 (F10) t (9);
86.0 (F5) tt (8.3);
 74.7 (F6-8) tt (11.7);
72.8 (F9) q (9.0)

VII d		 6.79 (H1') d (10.4);
6.37 (H2) dd (17.4; 1.6);
6.08 (H1'') dd (17.4; 10.4);
2.53 (H5) t (6.4)  		165.1 (C3); 130.5 (C1); 127.4 (C2);
118.4 (C11,12, 1JCF 290; 2JCF 26.3);
117.4 (C6, 1JCF 248.8; 2JCF 25.0);
112.2 (C7,8, 1JCF 247.9; 2JCF 25.2);
111.4 (C9, 1JCF 270.5; 2JCF 34.5);
90.2 (C10, 1JCF 225.8; 2JCF 33.7);
55.9 (C4); 30.2 (C5, 2JCF 21.9) 		91.6 (F11,12) hexet (11);
50.1 (F9) q (15.8);
49.1 (F8); 43.5 (F7);
40.8 (F6)

VII ea)  stereoisomer ratio 1:1		 6.25 (H6) d (51.0);
6.41 (H1') d (16.0);
6.30 (H1' ') d (10.4);
6.05 (H2) dd (14.0, 12.0)
1.27 (H12,13) c
 		 164.2 (C3); 131.0 (C1); 127.3 (C2);
117.3 (C14, 1JCF 291.8; 2JCF 35.2);
117.9 (C11, 1JCF 301.8; 2JCF 30.2);
116.2 (C7, 1JCF 254.6; 2JCF 31.1);
115.4 (C9, 1JCF 261.6; 2JCF 25.3);
106.7 (C10, 1JCF 261.6; 2JCF 30.2);
102.9 (C8, 1JCF 261.6; 2JCF 30.2);
99.2 (C6, 1JCF 245.1; 2JCF 29.2);
72.1 (C5, 2JCF 24.8); 22.8 (C12,13) 		83.6 (F11), 82.1 (F14);
80.0 (F9); 38.7 (F6) JFH 97.5; 34.0 (F10); 33.1 (F8) JFF 82.1; 23.5 (F8); 18.9 (F7) 83.6 (F11); 82.1 (F14); 79.9 (F9); 39.4 (F6) JFH 97.5; 34.0 (F10); 32.4 (F8) JFF 82.1; 23.3 (F8), 18.9 (F7)
 
VII f 6.09 (H6) tt (49.9, 5.2); 6.50 (H1') d (14.8); 6.16 (H2) t (10.6);  6.04 (H1'') d (14.0); 1.33 (H7,8) 164.5 (C3); 131.5 (C1), 128.4 (C2); 116.4 (C6, 1JCF 255.2; 2JCF 23.5); 109.5 (C5, 1JCF 249.8; 2JCF 33.3); 72.1 (C4, 2JCF 24.5); 22.8 (C7,8) 33.2 (F5); 27.6 (F6) t 2JFH 51.6
VII g 5.21 (H6) hexete (8);
4.58 (H1') d
4.50 (H1'')		 64.7 (C3), 132.7 (C1); 126.4 (C2);
 120.7 (C7, 1JCF 281.7; 2JCF 35.2);
117.4 (C5', 1JCF 251.5; 2JCF 20.1);
115.9 (C5'', 1JCF 251.5; 2JCF 20.1);
83.6 (C6, 1JCF 195.6; 2JCF 35.0);
60.7 (C4, 2JCF 27.2);		 189.3 (F7); 39.8 and 36.7 (F5);  AB-system JFF 270; -43.9
 
VII h 6.49 (H1') d (16.4);
6.09 (H1'') d (10.8);
5.87 (H2) dd (14.0, 12.0);
4.80 (H6) heptete		 171 (C3); 121.2 (C7, 1JCF 256.6; 2JCF 25.8); 119.3 (C5', 1JCF 251.7; 2JCF 21.7); 116.8 (C5'', 1JCF 251.7; 2JCF 21.7); 82.8 (C6, 1JCF 176.1; 2JCF 34.0);
72.5 (C4, 2JCF 25.2); 22.5 (C8); 22.1 (C9) 		 95.6 (F7); 39.6 and 36.8 AB-system  JFF 274;  -43.9 (F6)
VII i 6.12 (H1') dd (17.2, 1.8); 5.53 (H1'') dd (10.4, 1.8); 5.87 (H2) dd (14.0, 12.0); 4.80 (H6) heptete (6.2) 1.23 (H10,11) c 165.2 (C3); 129.3 (C1); 128.7 (C2);
121.8 (C12, 1JCF 287.3; 2JCF 28.3);
107.5 (C8,9, 1JCF 249.9; 2JCF 42.0);
 96.3 (C7, 1JCF 229.5; 2JCF 23.8);
84.7 (C6, 1JCF 195.0; 2JCF 25.2);
72.4 (C5, 2JCF 21.7); 67.8 (C4, 2JCF 48.9); 25.8 (C10); 20.9 (C11)		 94.9 (F12); 91.1 (F8,9);
-17.0 (F7); -23.0 (F5);
 -40.0 (F6)

VIII		 6.16 (H1'') c
5.60 (H1') c
4.53 (H4) t (9.2);
1.92 (H11) c		 165.4 (C3); 135.0 (C1); 127.0 (C2);
121.6 (C5, 1JCF 278.2);
119.3 (C10, 1JCF 268.1);
114.7 (C6,9, 1JCF 287.5; 2JCF 38.1);
61.7 (C4, 2JCF 34.0); 		107.9 (F10); 86.2 (F9);
74.9 (F6-8); 73.0 (F5)
t (8.1)

a)   NMR 1H and 13C Spectras is listed as an averaged one for two diastereoisomers at their proportion in mixture equal to  1:1.1.

Table 2. Mass-spectrometric Analysis data,Analytical Data and Physical Constants of New Partly Fluorinated Compounds

Compounds Yield, % B.p.
 OC/mm Hg		 Found, % Formula Calculated, % Found, m/z (calculated, m/z) Formula
C H F C H F
I a 95 146-147 24,04
23,92		 0,96
0,85		 66,92
66,91		 C7H3F13O 24,00 0,86 70,57 330,99863
(330,99921)		 C7H3F12O
[M-F]+ 331*
I b 91 40-41 23,36
23,46		 0,56
0,28		 65,64
65,92		 C6H3F11O2 22,78 0,95 66,14 295,99428
(295,98950)		 C6H2F10O2
 [M-HF]+ 296*
I c 82 142-143 21,86
21,80		 0,10
0,07		 62,63
62,03		 C7H3F13O4 21,11 0,75 62,06 378,98473
(378,98396)		 C7H3F12O4
[M-F]+ 379*
I d 96 180-184 25,78
26,12		 1,34
1,45		 69,02
69,13		 C9H5F15O 26,06 1,21 68,84    
III 85 190-194 20,57
20,64		 0,99
0,95		 54,92
54,99		 C9H4F15I 20,61 0,76 54,39 523,91199
(523,92540)		 C9H4F15I [M]+
V a 67 66-67/20 38,45
38,64		 3,09
3,17		 40,98
41,17		 C6H6F4O2 38,71 3,23 40,86    
V b 67 41-42/6 33,43
33,36		 2,57
2,29		 53,49
59,47		 C8H6F8O2 33,57 2,10 53,15 286,02886
(286,02399)		 C8H6F8O2 [M]+
V c 62 56-58,6 31,20
30,87		 1,61
1,49		 59,30
59,47		 C10H6F12O2 31,09 1,55 59,07 386,02336
(386,1760)		 C10H6F12O2 [M]+
V d 58 87-88/6               486,01182
(486,01121)		 C12H6F16O2 [M]+
VI a 10 7-78/6               318,04999
(318,05021)		 C9H10F8O3 [M]+
VI b 56 119-120/6 29,81
29,98		 2,35
2,20		 59,39
59,40		 C13H10F16O3 30,12 1,93 58,69 498,0320
(498,03120)		 C13H9F15O3 
[M-H]+
VI c 67 127-129/6 28,32
28,56		 1,42
1,64		 63,34
63,65		 C17H10F24O3 28,41 1,39 63,51    
VII a 85 75-76/20 30,39
30,09		 1,60
1,36		 60,85
61,40		 C10H5F13O2 29,70 1,24 61,14    
VII b 74 40-42/20 29,56
29,79		 1,54
1,67		 56,23
56,87		 C9H5F11O3 29,19 1,35 56,49    
VII c 79 58-63/12 26,73
26,71		 1,55
1,47		 54,87
54,64		 C10H5F13O5 26,55 1,11 54,65 452,00081
(451,99292)		 C10H5F13O5
 [M]+
VII d 64 62-64/12 30,58
30,31		 1,81
1,76		 59,91
60,27		 C12H7F15O2 30,77 1,50 60,90 468,01924
(468.02063)		 C12H7F15O2 [M]+
VII e 24 55-56/6               546,02455
(546,03234)		 C14H10F16O4
[M]+
VII f 74 143-145 44,45
44,86		 4,89
5,06		 35,12
35,67		 C8H10F4O2 44,86 4,67 35,51    
VII g 57 85-86/6               236,02983
(236,02719)		 C7H6F6O2 [M]+
VII h 64 50-52/6               264,04155
(264,03850)		 C9H10F6O2
[M]+
VII i 54 104-105/6 34,83
34,85		 2,37
2,10		 55,18
54,98		 C12H10F12O2 34,78 2,42 55,07 345,05420
 (345,5369)		 C11H10F9O2
[M-CF3]+
VIII 85 72-74/12 28,55
28,52		 0,69
0,90		 52,60
52,99		 C11H7F13O5 28,33 1,50 53,00 466,00790
(466,00857)		 C11H7F13O5
[M]+

* Found using  mass-spectrometry

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