Selective Thermolysis of Azide Groups in 2,4,6-Triazidopyridines |
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Authors: | S V Chapyshev |
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Institution: | (1) Russian Academy of Sciences, Institute of Problems of Chemical Physics, Chernogolovka, 142432, Moscow Region, Russia |
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Abstract: | When refluxed in 1,4-dichlorobenzene, the compound 2,4,6-triazido-3,5-dichloropyridine and its 3,5-dicyano derivative undergo selective thermolysis of the -azide groups, forming the corresponding 4-amino-2,6-diazidopyridines in high yields. According to quantum-chemical calculations, the selectivity of thermolysis of the -azide groups in triazides is due to the weaker bonding interactions between the N( ) and N( ) atoms in these azide groups. |
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Keywords: | azidopyridines aminopyridines orbital control selective thermolysis |
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