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Synthesis and Optical Properties of Axially Chiral Bibenzo[<i>b</i>]carbazole Derivatives

Ryo Takishima, Yuji Nishii, Masahiro Miura

2021Organic Letters25 citationsDOI

Abstract

Pure organic materials with the circularly polarized luminescence (CPL) property have attracted significant research interest over the past few decades. In this study, a series of axially chiral bibenzo[b]carbazole derivatives were synthesized by adopting palladium- and iridium-catalyzed direct C–H functionalization reactions as the key steps. These compounds exhibited CPL characteristics with considerably large dissymmetry factors up to 2.81 × 10–2 in the solid state, indicating the formation of well-ordered aggregates.

Topics & Concepts

CarbazoleChemistryIridiumAxial symmetrySurface modificationLuminescenceCatalysisCombinatorial chemistrySolid-statePhotochemistryOrganic chemistryPhysical chemistryMaterials scienceOptoelectronicsPhysicsQuantum mechanicsSynthesis and Properties of Aromatic CompoundsAxial and Atropisomeric Chirality SynthesisAdvanced NMR Techniques and Applications
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