Source:http://linkedlifedata.com/resource/pubmed/id/15612718
Switch to
| Predicate | Object |
|---|---|
| rdf:type | |
| lifeskim:mentions | |
| pubmed:issue |
51
|
| pubmed:dateCreated |
2004-12-22
|
| pubmed:abstractText |
We report here the synthesis, X-ray structures, optical and electrochemical properties, fabrication of light-emitting devices, and density functional calculations for indolizino[3,4,5-ab]isoindole (INI) derivatives. Strongly luminescent heterocycles based on the INI unit were synthesized by 1,3-dipolar cycloaddition reactions between pyrido[2,1-a]isoindole (PIS) and acetylene or ethylene derivatives. They are indolizino[3,4,5-ab]isoindoles 2-9 and 14-15, benzo[1',2'-1,2]indolizino[3,4,5-ab]isoindoles 10, pyridazino[4',5':1,2]indolizino[3,4,5-ab]isoindoles 12-13, and 2,3-hydropyridazino[4',5':1,2]indolizino[3,4,5-ab]isoindole-1,4-dione 11. The relative luminescence quantum yield can be as high as 90%. Their reduction and oxidation potentials and high luminescence can make these heterocycles possible alternatives to tris(8-hydroxyquinolinato)aluminum (Alq(3)). The brightness of the light-emitting device reached as high as 10(4) cd/m(2) and indolizino[3,4,5-ab]isoindole 3 emits beautifully blue light. The X-ray crystal structures of INI derivatives were obtained for the first time. The geometries obtained from X-ray data and density functional theory calculations shed more light on an interesting formally antiaromatic 16pi system, which is divided into 10pi and 6pi aromatic systems. We also report a relatively easy protonation of INI, which occurs at a carbon, rather than nitrogen atom.
|
| pubmed:language |
eng
|
| pubmed:journal | |
| pubmed:status |
PubMed-not-MEDLINE
|
| pubmed:month |
Dec
|
| pubmed:issn |
0002-7863
|
| pubmed:author | |
| pubmed:issnType |
Print
|
| pubmed:day |
29
|
| pubmed:volume |
126
|
| pubmed:owner |
NLM
|
| pubmed:authorsComplete |
Y
|
| pubmed:pagination |
16793-803
|
| pubmed:year |
2004
|
| pubmed:articleTitle |
Synthesis and properties of highly fluorescent indolizino[3,4,5-ab]isoindoles.
|
| pubmed:affiliation |
Department of Chemistry and Biochemistry, Exotic Materials Institute, University of California-Los Angeles, Los Angeles, CA 90095-1569, USA.
|
| pubmed:publicationType |
Journal Article
|