74172-89-7Relevant academic research and scientific papers
Chirality of the trisubstituted nitrogen center – XRD, dynamic NMR, and DFT investigation of 1,2-dihydrobenzo[e][1,2,4]triazine derivatives
Kaszyński, Piotr,K?ys, Arkadiusz,Domaga?a, S?awomir,Wo?niak, Krzysztof
, p. 3823 - 3830 (2017)
Molecular structures of two 1-aryl-2-benzyloxycarbonyl-1,2-dihydrobenzo[e][1,2,4]triazines 1 were established by single crystal XRD and compared to those of 4-benzyloxycarbonyl (2) and 4-benzyl (4) analogues. The structures revealed a highly pyramidalized asymmetric N(1) center stabilized by steric interactions in 1, but not in 2 and 3. Activation parameters for enantiomer interconversion were obtained by DNMR methods in C6D5Cl: ΔH? = 18.1(1) kcal mol?1, ΔS? = ?0.6(1) cal mol?1 K?1 for Ar = Ph (1a) and ΔH? = 18.6(4) kcal mol?1, ΔS? = 5.2(6) cal mol?1 K?1 for Ar = 2-anisyl (1b). DFT computational investigation of the origin of the interconversion barrier on model compounds revealed steric destabilization of the inversion TS.
A Study of 1,4-Dihydro-1,2,4-benzotriazinyl Radicals
Neugebauer, Franz Alfred,Umminger, Irmgard
, p. 1205 - 1225 (2007/10/02)
The thermal cyclization of the azo compounds 2 to yield the 1,4-dihydro-1,2,4-benzotriazines 5 facilitates the synthesis of 1,4-dihydro-1,2,4-benzotriazinyl radicals (4).A series of these radicals were prepared and studied in detail (chemical properties,
