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Estimation of the steric bulk of the trimethyltin group indicates that it is very similar to that of the chlorine and smaller than bromine groups. See: Davis, D. D.; Surmatis, A. J.; Robertson, G. L. J. Organomet. Chem. 1972, 46, C9.
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57
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0344068940
-
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note
-
a for the coupling process between adamantyl radicals and 6 are as follows: 17.1 kcal/mol and 10.82 kcal/ mol for the 2- and 1-adamantyl radicals, respectively. The calculations were carried out with the AM1 method.
-
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-
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59
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0344931120
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note
-
Small amount of unidentified olefins were found.
-
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60
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0344931121
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note
-
Compound 21a was formed in major proportion, with mere traces of 21b. These two compounds were quantified together; 21a was purified and the structure determined.
-
-
-
-
61
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0344068939
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note
-
There was no reaction of 20 with 2 in the dark (3 h), but under irradiation there was a very fast process (5 min) which gave 15 in low yield (28%) although iodide ions were quantified to be 162%. The reaction was inhibited by p-DNB. There were substantial amounts of several unidentified olefins. These reactions were not studied further.
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62
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0344500062
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note
-
The LUMO value of 20 is 0.149 eV, compared with 1-IAd (0.446 eV) and 1 (0.523 eV) (AM1 method).
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63
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0002591123
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Udding, A. C., Strating, J., Wynberg, H. Tetrahedron Lett. 1968, 11, 1345.
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Udding, A.C.1
Strating, J.2
Wynberg, H.3
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65
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0344068938
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note
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The HRMS could not be determined by EI or FAB.
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