ISSN:
0021-8383
Schlagwort(e):
Chemistry
;
Organic Chemistry
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
Electrochemical Adamantylation of StyrylpyridinesThe reaction between electrochemically generated anion radicals of the 4-(4-styryl)-pyridines 1-6 and 1-bromoadamantane gives, in solvents of low proton availability as N, N—dimethylformamide via an electron transfer in solution and formation of 1-adamantyl-radicals, monoadamantylated pyrid-4-yl-phenylethanes. The major product results from an anion radical/radicalcoupling in the 2(β)- next the 1(α)-position. A competing pathway of the electrohydroadamantylation is the hydrogeneration of the —CH=CH—double bond, whose importance increases with the water content of the solvent. Based on cyclic-voltammetric evidence and product distribution, the mechanism of the reductive coupling of 1-6 in the presence of 1-bromoadamantane in discussed in terms of indirect electrolysis.
Zusätzliches Material:
2 Tab.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/prac.19833250217
