Synthesis of 2,2′‐Bipyridines: Versatile Building Blocks for Sexy Architectures and Functional Nanomaterials

Newkome, George R.; Patri, Anil K.; Holder, Elisabeth; Schubert, Ulrich S.

doi:10.1002/ejoc.200300399

Cited by 198 publications

(107 citation statements)

References 241 publications

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“…5,5Ј-Dibromo-2,2Ј-bipyridine was prepared by classical procedures [20,21] and oligomer diimine ligands 5,5Ј-bis(thiopen-2-yl)-2,2Ј-bipyridine (tbpyt) and 5,5Ј-bis(9,9-dioctylfluoren-2-yl)-2,2Ј-bipyridine (FbpyF) were synthesized by Suzuki coupling reactions. All com- plexes were synthesized according to the synthetic routes reported previously.…”

Section: Synthesis and Characterization Of The Complexesmentioning

confidence: 99%

A Series of Red‐Light‐Emitting Ionic Iridium Complexes: Structures, Excited State Properties, and Application in Electroluminescent Devices

et al. 2008

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A series of ionic diiminoiridium complexes [Ir(piq‐C∧N)2(L‐N∧N)](PF6) were prepared, where piq‐C∧N is 1‐phenylisoquinolinato and L‐N∧N are bidentate N‐coordinating ligands: 2,2′‐bipyridine (bpy), 4,4′‐dimethyl‐2,2′‐bipyridine (mbpym), 5,5′‐bis(thiopen‐2‐yl)‐2,2′‐bipyridine (tbpyt), and 5,5′‐bis(9,9‐dioctylfluoren‐2‐yl)‐2,2′‐bipyridine (FbpyF). X‐ray diffraction studies of [Ir(piq)2(mbpym)](PF6) revealed that the iridium center adopts a distorted octahedral geometry. All complexes exhibited intense and long‐lived emission at room temperature. The substituents on the 2,2′‐bipyridine moieties influence the photophysical and electrochemical properties. The excited states were investigated through theoretical calculations together with photophysical and electrochemical properties. It was found that the excited state of the [Ir(piq)2(FbpyF)](PF6) complex can be assigned to a mixed character of 3LC (πN∧N→π*N∧N), 3MLCT, 3LLCT (πC∧N→π*N∧N), and 3LC (πC∧N→π*C∧N). In addition, the alkylfluorene‐substituted complex, [Ir(piq)2(FbpyF)](PF6), hadrelatively high quantum efficiency and good film‐forming ability, and it was expected to be a good candidate for lighting and display applications. A nondoped, single‐layer device that incorporates this complex as a light‐emitting layer was fabricated and red phosphorescence was obtained.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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Section: Synthesis and Characterization Of The Complexesmentioning

confidence: 99%

A Series of Red‐Light‐Emitting Ionic Iridium Complexes: Structures, Excited State Properties, and Application in Electroluminescent Devices

et al. 2008

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“…1 For example, they exist as subunits in many naturally occurring compounds and act as models for higher oligo-and polyheterocycles. 2 By far their most common use, however, is as chelating (e.g. 2,2'-bipyridine) or bridging (e.g.…”

Section: Introductionmentioning

confidence: 99%

Solid state conformations of symmetrical aromatic biheterocycles: an X-ray crystallographic investigation

2005

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Accurate, low temperature X-ray crystal structure determinations show that 3,3 -biquinoline (6), 2,2 -biquinazoline (7), 2,2 -biquinoxaline (8), 2,2 -bibenzoxazole (10) and 2,2 -bibenzothiazole (11) all exist in the solid state in centrosymmetric, planar conformations that minimise their dipole moments and maximise both conjugation between the rings and various types of attractive intermolecular associations. In contrast, 4,4 -biquinazoline ( 9) and 1,1 -bibenzotriazole (12) display non-planar conformations due to repulsive intramolecular interactions.

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“…Metal complexes with bipy ligands have been prepared, probably of all metals known, and numerous variations on the basic ligand 15 framework have been made. [1][2][3] However, one remarkably simple derivative that has been elusive so far is 6,6'-dihydroxy-2,2'-bipyridine (1). A few metal complexes of bipy ligands with hydroxy substituents at other positions have been reported, for example 3,3'-and 4,4'-dihydroxy-2,2'-bipyridine 4,5 and also 6-20 hydroxy-2,2'-bipyridine 6 has been coordinated to a metal centre but, to the best of our knowledge, no reports have appeared on the synthesis of a metal complex containing the 6,6'-dihydroxy-2,2'-bipyridine ligand.…”

mentioning

confidence: 99%

First metal complexes of 6,6′-dihydroxy-2,2′-bipyridine: from molecular wires to applications in carbonylation catalysis

Conifer

Taylor

Law³

et al. 2011

Dalton Trans.

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Synthesis of 2,2′‐Bipyridines: Versatile Building Blocks for Sexy Architectures and Functional Nanomaterials

Cited by 198 publications

References 241 publications

A Series of Red‐Light‐Emitting Ionic Iridium Complexes: Structures, Excited State Properties, and Application in Electroluminescent Devices

A Series of Red‐Light‐Emitting Ionic Iridium Complexes: Structures, Excited State Properties, and Application in Electroluminescent Devices

Solid state conformations of symmetrical aromatic biheterocycles: an X-ray crystallographic investigation

First metal complexes of 6,6′-dihydroxy-2,2′-bipyridine: from molecular wires to applications in carbonylation catalysis

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