Optical spectroscopic characteristics and TD-DFT calculations of new pyrrolo[1,2-b]pyridazine derivatives

Vasilescu, Marilena; Bandula, Rodica; Cramariuc, Oana; Hukka, Terttu I.; Lemmetyinen, Helge; Rantala, Tapio T.; Dumitraşcu, Florea

doi:10.1016/j.jphotochem.2007.08.029

Cited by 15 publications

(11 citation statements)

References 38 publications

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“…Experimental procedure for [3+2] dipolar cycloaddition under MW classical and heating 4.2.1. 5,6,pYITolo [1,2-bjpyridazine (2U). A mixture of cycloimmonium salt la (U7 g. 5 mmol) and dimethyl acetylenedicarboxylate (0.68 ml.…”

Section: General Proceduresmentioning

confidence: 99%

“…The resulting mixture was filtered hot to remove triethylamine hydrobromide and the clear solution was evaporated in vacuo to give the crude product, which was purified by flash chromatography (99/1 CH2CI2jCH30H) to give 3-carbamoiI-pYITolo [2,1-a]phthalazine-l-arboxylic 42.17. 5,6,pyridazine-7 -carboxamide (4b). A mixture of cycloimmonium salt le (1.09 g, 5 mmol) and acrylonitrile (0.36 mL, 5.5 mmol) was suspended in anhydrous benzene, 40 mL under classical heating or 10 mL under MW irradiation.…”

Section: Dimethylmentioning

confidence: 99%

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Pyrrolodiazine derivatives as blue organic luminophores: synthesis and properties. Part 3

et al. 2010

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A fast, efficient, general and environmentally friendly method for preparation of highly fluorescent derivatives containing the pyrrolodiazine moiety using microwave (MW) irradiation, in liquid phase, is reported. Under MW irradiation the yields are much higher, sometimes substantially (by almost double) and, the amount of solvent used is at least 5-fold less. The pyrrolopyridazine (PP) derivatives are very intense blue emitters and have high quantum yields (up to 90%) while pyrrolophthalazine (PHP) compounds are still intense blue emitters but the quantum yield is negligible. A certain influence of the substituents concerning fluorescence was found, those ones at the 7 position being crucial for fluores• cence. The number of the substituents from the pyrrolo ring seems not to play an important role in regard with the fluorescence but, with an increasing number of substituents a certain hypsochromic shift in the absorption spectra was found.

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Section: General Proceduresmentioning

confidence: 99%

Section: Dimethylmentioning

confidence: 99%

Pyrrolodiazine derivatives as blue organic luminophores: synthesis and properties. Part 3

et al. 2010

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“…After this, numerous articles treated the optical properties and especially the fluorescence of such compounds in detail. 4,5,102,159,160 For example, Wudl et al 159 synthesized and polymerized a series of monomers containing grafted pyrrolopyridazinic residues (Scheme 60). Fluorescence studies of these polymers showed a long quench time, strong solid state luminiscence and a high quantum yield.…”

Section: Physico-chemical and Biological Propertiesmentioning

confidence: 99%

Pyrrolo[1,2-b]pyridazines. A revisit

Dumitraşcu¹,

Dumitrescu²

2008

Arkivoc

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“…[31][32][33][34][35][36][37][38][39] In order to explain the effects of the molecular structure and solvent-solute interactions on absorption spectroscopic properties, the compounds were investigated in different solvents. Representative solvents have been selected for this investigation.…”

Section: Electronic Absorption Spectra Of Pyrrolo[12-a][45]diazaflumentioning

confidence: 99%

Helical chirality of pyrrolo[1,2-a][4,5]diazafluoren-5-one derivatives

Dumitraşcu¹,

Caira²,

Vasilescu³

et al. 2007

Arkivoc

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The treatment of the N-phenacyl-4,5-diazafluorenium-9-one bromides 4a,b and the diesters of acetylenedicarboxylic acid with Et 3 N in methylene chloride at room temperature gave trans-9,10-dihydro-pyrrolo[1,2-a][4,5]diazafluoren-5-one derivatives 7 along with the corresponding aromatized compounds 8. The non-planarity of the diethyl (8c,e) and diisopropyl (8d,f) pyrrolodiazafluorenone esters was deduced by H-NMR spectroscopy. The 1,3-dipolar cycloaddition between diazafluorenonium N-ylides, generated from 4, and an activated olefinic dipolarophile (acrylonitrile) is reported for the first time. The optical properties of pyrrolodiazafluorenone 8 were also investigated.

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Optical spectroscopic characteristics and TD-DFT calculations of new pyrrolo[1,2-b]pyridazine derivatives

Cited by 15 publications

References 38 publications

Pyrrolodiazine derivatives as blue organic luminophores: synthesis and properties. Part 3

Pyrrolodiazine derivatives as blue organic luminophores: synthesis and properties. Part 3

Pyrrolo[1,2-b]pyridazines. A revisit

Helical chirality of pyrrolo[1,2-a][4,5]diazafluoren-5-one derivatives

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