Recent progress in deep-blue phosphorescent OLEDs

Schildknecht, Christian; Lennartz, Christian; Kahle, K.; Molt, Oliver; Fuchs, Evelyn; Moonen, Nicolle N. P.; Rudolph, Julian; Wagenblast, Gerhard; Amrhein, P.; Proelss, J.; Muenster, I.

doi:10.1117/12.741441

Cited by 7 publications

(2 citation statements)

References 9 publications

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“…With this newfound access to free NHCs, robust metal complexes with excellent catalytic activity could be prepared (e.g., Grubbs, 1999; bottom right) and the same reactivity with electrophiles as the aforementioned tetraazafulvene dimers was observed (e.g., Bielawski, 2005; bottom left) . During the last half‐century, NHCs and derived molecules have shown great utility as ligands for a wide variety of transition metals, and these organometallic complexes continue to play important roles in supporting polymerization and organic transformation catalysts and as the basis of metal‐organic frameworks, phosphors, antibiotics, and chemotherapeutics …”

Section: Introductionmentioning

confidence: 99%

Advances in bis(N‐heterocyclic carbene) chemistry: new classes of structurally dynamic materials

Neilson

Tennyson

Bielawski

2012

J of Physical Organic Chem

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A major challenge in the pursuit of dynamic materials is the dichotomy between reversible structure and electronic conjugation. Guided by the precedence for N‐heterocyclic carbenes (NHCs) to dimerize, couple with electrophiles and bind to transition metals, we proposed that linearly opposed bis(NHC)s could, in a similar manner, afford unsaturated homopolymers, alternating copolymers, and metallopolymers. To realize these goals, we developed synthetic methods for accessing ditopic NHCs and investigated their propensities to undergo homopolymerization via dimerization and copolymerization via coupling with ditopic electrophiles or divalent transition metals. The materials obtained from these reactions were of relatively high molecular weight, exhibited electronic properties that were consistent with extensively delocalized systems, and in many cases, were found to be thermally reversible. In addition to expanding the scope of carbene chemistry, these polymers represent significant advancements towards the realization of reversible, conjugated polymers. Copyright © 2012 John Wiley & Sons, Ltd.

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Section: Introductionmentioning

confidence: 99%

Advances in bis(N‐heterocyclic carbene) chemistry: new classes of structurally dynamic materials

Neilson

Tennyson

Bielawski

2012

J of Physical Organic Chem

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“…Arduengo’s preparation of a stable N-heterocyclic carbene (NHC) was a landmark achievement in modern synthetic chemistry . Since then, organometallic complexes supported by NHCs have filled many roles, ranging from catalysts for polymerization and organic transformations, − to dopants in emissive materials, , to antibiotics , and chemotherapeutics . Variants featuring two or more NHC units have recently emerged and show promise in asymmetric − and tandem catalysis, , and in other applications.…”

Section: Introductionmentioning

confidence: 99%

Indirectly Connected Bis(N-Heterocyclic Carbene) Bimetallic Complexes: Dependence of Metal−Metal Electronic Coupling on Linker Geometry

et al. 2009

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Reaction of 1,1′,3,3′-tetra(tert-amyl)benzobis(imidazolylidene) (1) with 2 equiv of FcN3 or FcNCS afforded bisadducts [(FcN3)2(1)] (2) or [(FcNCS)2(1)] (3), respectively (Fc = ferrocene). To the best of our knowledge, these represent the first examples of complexes comprising metals indirectly connected to the carbene atoms of N-heterocyclic carbenes (NHCs) via their ligand sets. Cyclic and differential pulse voltammetry indicated that bis(NHC) 1 facilitated significant electronic coupling between ferrocene centers in 2 (ΔE = 140 mV), but not in 3. We believe the different degrees of electronic interaction are due to geometric factors: the triazene linker in 2 is nearly coplanar with the bis(NHC) scaffold, whereas the isothiocyanate linker is orthogonal, as determined by X-ray crystallography. Employing this “indirect connection” strategy should enable tuning of metal−metal interactions by simple alteration the organic linker between NHC and MLn fragments rather than complete redesign thereof. Given that NHC-reactive azide or isothiocyanate groups can be incorporated into both organic and inorganic compounds, this approach is envisioned to facilitate access to otherwise inaccessible catalysts and materials.

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High‐Efficiency Blue and White Organic Light‐Emitting Devices Incorporating a Blue Iridium Carbene Complex

et al. 2010

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Recent progress in deep-blue phosphorescent OLEDs

Cited by 7 publications

References 9 publications

Advances in bis(N‐heterocyclic carbene) chemistry: new classes of structurally dynamic materials

Advances in bis(N‐heterocyclic carbene) chemistry: new classes of structurally dynamic materials

Indirectly Connected Bis(N-Heterocyclic Carbene) Bimetallic Complexes: Dependence of Metal−Metal Electronic Coupling on Linker Geometry

High‐Efficiency Blue and White Organic Light‐Emitting Devices Incorporating a Blue Iridium Carbene Complex

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