Premium
Dihydro‐ und Tetrahydroderivate des 3,6‐Dimethyl‐1,2,4,5‐tetrazins
Author(s) -
Skorianetz W.,
Kováts E. sz.
Publication year - 1972
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19720550506
Subject(s) - tetrazine , chemistry , radical , conjugate , computational chemistry , medicinal chemistry , organic chemistry , mathematical analysis , mathematics
The scheme 1 shows those tetrahydro‐ and dihydroderivatives of the 3,6‐dimethyl‐1,2,4,5‐tetrazine (or s ‐tetrazine), 8 , which are theoretically possible without considering cis‐trans isomerism, together with the reaction pathways. We did not succeed in synthetizing the 3,6‐dihydroderivative, 7 , and could not isolate the 1,2‐dihydrocompound, 4 , the latter being probably easily convertible to the thermodynamically more stable 1,4‐dihydro‐ s ‐tetrazine, 5 , via their common conjugate base 4,5B . The 1,4‐dihydro‐ s ‐tetrazine, 5 , gives with 3,6‐dimethyl‐ s ‐tetrazine 8 , a charge transfer complex, 15 . The same compounds form in acidic or basic aquious solution stable radicals, 16B and 16S . The mode of formation of these radicals and the subsequent reactions are depicted in scheme 2.