Searching for Models Exhibiting High Circularly Polarized Luminescence : Electroactive Inherently Chiral Oligothiophenes
Articolo
Data di Pubblicazione:
2018
Citazione:
Searching for Models Exhibiting High Circularly Polarized Luminescence : Electroactive Inherently Chiral Oligothiophenes / T. Benincori, G. Appoloni, P.R. Mussini, S. Arnaboldi, R. Cirilli, E. Quartapelle Procopio, M. Panigati, S. Abbate, G. Mazzeo, G. Longhi. - In: CHEMISTRY-A EUROPEAN JOURNAL. - ISSN 0947-6539. - 24:43(2018 Aug 01), pp. 11082-11093. [10.1002/chem.201801158]
Abstract:
Two new inherently chiral oligothiophenes characterized by the atropisomeric 3,3'-bithianaphtene scaffold functionalized with fused ring bithiophene derivatives, namely 4H-cyclopenta[2,1-b3:4b']dithiophene (CPDT) and dithieno[3,3-b:2',3'-d]pyrrole (DTP), were synthesized. The racemates were fully characterized and resolved into antipodes by enantioselective HPLC. The enantiomers were analyzed through different chiroptical techniques: electronic circular dichroism (ECD) and vibrational circular dichroism (VCD) were employed to attribute the absolute configuration (AC). Comparison of experimental and calculated VCD spectra confirmed the DFT calculated conformational characteristics. The compound functionalized with two CPDT units was oxidized with FeCl3 , and ECD and CPL of the resulting material were measured. Circularly polarized luminescence (CPL) was measured to verify if inherently chiral oligothiophenes could be promising systems for chiral photonics applications.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
circularly polarized luminescence (CPL); density functional calculations; electronic circular dichroism (ECD); inherent chirality; vibrational circular dichroism (VCD)
Elenco autori:
T. Benincori, G. Appoloni, P.R. Mussini, S. Arnaboldi, R. Cirilli, E. Quartapelle Procopio, M. Panigati, S. Abbate, G. Mazzeo, G. Longhi
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