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The porphyrin handbook - Kadish K.M.

Kadish K.M. The porphyrin handbook - Academic press, 2000. - 368 p.
Download (direct link): kadishsmishgulilard2000.djvu
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Porphyrin "tweezer" 51 was used to determine the absolute
configuration of chiral diamines by measuring the CD spectrum of the
diamine-51 complex.72 Upon com-plexation, the two porphyrins adopt a
chiral configuration, which leads to a coupled CD. The absolute
configuration of amino acids and amino alcohols can be similarly
determined after derivatization to diamines. Ji and coworkers also
reported CD studies of the binding of diamine to a zinc porphyrin
dimer.73
46 / Porphyrins and Metalloporphyrins as Receptor Models
289
Table 1. Binding Free Energy for Amines and Diamines by Porphyrin Hosts11
Entry Host Guest -AG░/k|-mol 1
Solvent Temperature (K) Method Reference
1 28 /V./V'-diimidazolyl methane 42.7 benzene 297 UV-V s
45
28 1 -methyl-imidazole 26.7 benzene 297 UV-V s
45
3 28 -;.y '-dipyridylmethane 37.5 benzene 297 UV-V s
45
4 28 y-picoline 23.5 benzene 297 UV-V s
45
5 29 '-dipyridylmethane 38.1 DMF 253 UV-V s
45
6 30 /V./V'-diimidazolyl methane 32.0 DMF 253 UV-V s
45
7 30 1 -methyl-imidazole 16.0 DMF 253 UV-V s
45
8 30 ˇ./'-dipyridylmethane 32.5 DMF 253 UV-V s
45
9 31 /V./V'-diimidazolyl methane 28.4 DMF 291 UV-V s
45
10 28 1,3-di(4-pyridyl (propane >28.5 DMF 298 uv-v N
240
1 1 28 1.2-di(4-pvridyl (ethane 25.7 DMF 248 UV-V s
240
12 28 di(4-pyridyl (-methane 20.5 DMF 298 UV-V s
240
13 28 cis-1,2-di(4-pyridyl (ethene 13.1 DMF 298 uv-v s
240
14 28 fra/i.s-l,2-di( 4-pyridyl (ethene 6.9 DMF 298 UV-V s
240
15 28 3.3'-di pyiidy 1 12.6 DMF 298 UV-V s
240
16 28 4,4'dipy ricly 1 7.0 DMF 298 UV-V s
240
17 32 l.3-di(4-pyridyl (propane 7.8 DMF 298 UV-V s
240
18 32 1,2-di(4 pyridyl (ethane 7.4 DMF 298 UV-V s
240
19 32 di(4-pyridyl (methane 6.7 DMF 298 uv-v s
240
20 32 cis-1,2-di(4-pyridyl (ethene 5.4 DMF 298 UV-V s
240
21 32 trans-1,2-di(4-pyridyl (etliene 7.0 DMF 298 UV-V s
240
22 32 3,3'-dipyridyl 5.9 DMF 298 uv-v s
240
23 32 4,4'-dipyridyl 6.4 DMF 298 uv-v s
240
24 33 42.7 CH.Cb 298 uv-v s 241
25 33 1,2-diaminoethane 33.0 CH.Cb 298 UV-V s
241
26 33 1,4-diaminobutane 33.0 CH.Cb 298 UV-V s
241
27 33 1.5-diaminopentane 34.2 CH.Cb 298 UV-V s
241
28 33 1,6-diaminohexane 37.0 CH.Cb 298 uv-v s
241
29 33 1.7-diaminoheptane 35.9 CH.Cl. 298 uv-v s
241
30 33 1,8-diaminooctane 37.0 CH. Cl. 298 uv-v s
241
31 33 pyridine 17.9 CH. Cl. 298 uv-v s
241
32 33 butylamine 21.1 CH. Cl, 298 uv-v s
241
33 34 DABCO 44.9 CH.Cl. uv-v s
104
34 34 pyridine 1 1.5 CH.Cl. UV-V s
104
35 35 DABCO 34.2 CH.Cl. uv-v s
104
36 35 pyridine 11.5 CH.Cb uv-v s
104
37 36 DABCO 39.9 CH. Cl. uv-v s
104
38 36 pyridine 19.7 CH.Cl. uv-v s
104
39 37 pyridine 17.8 CH.Cl. UV V s
104
40 37 piperidine 23.3 CH.Cb UV-V s
104
41 37 pyrazine 12.9 CH. Cl. UV-V s
104
42 37 18.6 CH.Cb uv-v s 104
43 37 1,2-di(4-pyridyl(ethane 20.7 CH.CI. uv-v s
104
44 37 1,2-di(4-piperadinyl (ethane 25.8 CH.Cb uv-v s
104
45 37 DABCO 26.8 CH.CI. UV-V s
104
46 38 pyridine 20.6 CH.CI, UV-V s
104
47 38 piperidine 26 CH.Cb uv-v s
104
48 38 pyrazine 15.8 CH.Cb UV-V s
104
49 38 4.4'-di pyridyl 20.4 CH.Cl. UV-V s
104
50 38 4,4'-dipyridyl 17.8 CH.Cb UV-V s
104
51 38 1,2-di(4-pyridy l)ethane 32.6 CH.CI, UV-V s
104
52 38 1,2-di(4-piperadinyl(ethane 38.3 CH.Cb uv-v s
104
53 38 DABCO 34.9 CH.Cb UV-V s
104
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