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PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
24
pubmed:dateCreated
2010-12-14
pubmed:abstractText
Dumbbell-shaped diphenothiazines bridged by conjugatively linked (hetero)aromatic moieties were synthesized in a modular fashion by Suzuki-Miyaura coupling in good yields. The electronic structure was studied by DFT computations, determining the geometry optimized lowest energy conformers and scrutinizing the Kohn-Sham FMOs. The torsional deviation from coplanarity is predominantly influencing the electronic structure, i.e., by deviation from ideal overlap and maximal electron transmission. The reversible oxidation potentials assigned to the phenothiazinyl electrophores in most cases can thereby be qualitatively rationalized. All dumbbell-shaped diphenothiazines are strongly luminescent, which can be attributed to extended ?-electron conjugation with considerable excited state electronic coupling as a consequence of large structural and electronic distributional changes upon photoexcitation.
pubmed:language
eng
pubmed:journal
pubmed:status
PubMed-not-MEDLINE
pubmed:month
Dec
pubmed:issn
1520-6904
pubmed:author
pubmed:issnType
Electronic
pubmed:day
17
pubmed:volume
75
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
8591-603
pubmed:year
2010
pubmed:articleTitle
Luminescent, redox-active diphenothiazine dumbbells expanded by conjugated arenes and heteroarenes.
pubmed:affiliation
Institut fu?r Organische Chemie und Makromolekulare Chemie, Heinrich-Heine Universita?t Du?sseldorf, Universita?tstrasse 1, D-40225 Du?sseldorf, Germany.
pubmed:publicationType
Journal Article