54610-75-2Relevant articles and documents
1,2,4,6-Thiatriazinyl radicals and dimers: Structural and electronic tuning through heteroaromatic substituent modification
Yutronkie, Nathan J.,Leitch, Alicea A.,Korobkov, Ilia,Brusso, Jaclyn L.
, p. 2524 - 2532 (2015)
The functionalization of thiatriazinyl (TTA) radicals with pyridyl and thienyl moieties is described, and their influence at both the molecular and solid-state level has been investigated. Comparative electron paramagnetic resonance studies of 3,5-bis-(2-pyridyl)-1,2,4,6-thiatriazinyl (Py2TTA) and 3,5-bis-(2-thienyl)-1,2,4,6-thiatriazinyl (Th2TTA) reveal the impact of heteroaromatic substitution on the electronic structure, which is supported by density functional theory calculations. Single crystal X-ray analysis emphasizes the importance of intermolecular contacts on the crystal packing and demonstrates the potential for structural control through S - -N′ and N - -HC′ interactions, which are enhanced in Py2TTA and Th2TTA by the presence of the pyridyl and thienyl groups, respectively. This work represents a fundamental study of heterocyclic aromatic substitution in thiazyl-based radicals and investigates how varying these functional groups influences the molecular properties and long-range order within the supramolecular structure.
Synthesis of ultrahighly electron-deficient pyrrolo[3,4- d ]pyridazine-5,7-dione by inverse electron demand diels-alder reaction and its application as electrochromic materials
Ye, Qun,Neo, Wei Teng,Cho, Ching Mui,Yang, Shuo Wang,Lin, Tingting,Zhou, Hui,Yan, Hong,Lu, Xuehong,Chi, Chunyan,Xu, Jianwei
, p. 6386 - 6389 (2015/01/16)
A new electron acceptor 6-alkylpyrrolo[3,4-d]pyridazine-5,7-dione (PPD) with a very low LUMO level has been synthesized via a challenging inverse electron demand Diels-Alder reaction between thiophene and furan-decorated tetrazine substrates and an electron-deficient 1-alkyl-1H-pyrrole-2,5-dione unit. The PPD monomer has been incorporated into a series of donor-acceptor-type conjugated polymers as electrochromic materials with good optical contrast, fast switching speed, and high coloration efficiency.