104636-53-5Relevant academic research and scientific papers
A 1,2-Addition Pathway for C(sp2)?H Activation at a Dinickel Imide
Powers, Ian G.,Kiattisewee, Cholpisit,Mullane, Kimberly C.,Schelter, Eric J.,Uyeda, Christopher
, p. 7694 - 7697 (2017)
A dinickel imido complex was synthesized using a redox-active naphthyridine-diimine supporting ligand. Upon coordination of an external ligand, the Ni2 core was disrupted, triggering an aromatic C?H activation reaction to generate a Ni2(μ-NHAr)(Ar) species. This intermediate is capable of liberating free carbazole and phenanthridine products upon heating or treatment with excess tBuNC. Collectively, these studies establish a kinetically facile 1,2-addition mechanism for C(sp2)?H activation, taking advantage of cooperative reactivity between two Ni centers.
Catalytic C(sp2)?H amination reactions using dinickel imides
Andjaba, John M.,Powers, Ian G.,Uyeda, Christopher,Zeller, Matthias
, p. 3794 - 3801 (2020)
C?H amination reactions are valuable transformations for the construction of C?N bonds. Due to their relatively high bond dissociation energies, C(sp2)?H bonds are generally not susceptible toward direct nitrene insertion, necessitating alternative mechanisms for C?H activation. Here, we report that cationic dinuclear (NDI)Ni2 (NDI = naphthyridine?diimine) complexes catalyze intramolecular nitrene insertions into aryl and vinyl C(sp2)? H bonds. Mechanistic studies suggest that a bridging imido ligand supported at a Ni2 site induces C?H activation by a 1,2-addition pathway to generate an azametallacyclic intermediate. This organometallic mechanism contrasts with the electrocyclization/1,2-shift mechanism proposed for analogous transformations using Rh2 catalysts. The implications of these mechanistic differences for the stereoselectivity and chemoselectivity of C?H amination are described.
Bismuth(III) Triflate Catalyzed Three-Component Reactions of Indoles, Ketones, and α-Bromoacetaldehyde Acetals Enable Indole-to-Carbazole Transformation
Gu, Yanlong,Huang, Wenbo,Chen, Shaomin,Wang, Xin
, p. 4285 - 4289 (2018)
A three-component reaction of indoles, α-bromoacetaldehyde acetals, and ketones was developed by using bismuth(III) triflate as the catalyst to realize a straightforward approach for synthesizing carbazole derivatives. The reaction was established mechanistically through the autotandem catalysis of Bi(OTf)3 in the following two steps: (i) Friedel-Crafts-type alkylation of indole with α-bromoacetaldehyde acetal, which produced a tryptaldehyde-type intermediate and (ii) [4 + 2] annulation of this intermediate with the ketone component.
Catalyst-Driven Scaffold Diversity: Selective Synthesis of Spirocycles, Carbazoles and Quinolines from Indolyl Ynones
Liddon, John T. R.,James, Michael J.,Clarke, Aimee K.,O'Brien, Peter,Taylor, Richard J. K.,Unsworth, William P.
, p. 8777 - 8780 (2016)
Medicinally relevant spirocyclic indolenines, carbazoles and quinolines can each be directly synthesised selectively from common indolyl ynone starting materials by catalyst variation. The high yielding, divergent reactions all proceed by an initial dearo
Temporary (P=O) directing group enabled carbazoleorthoarylationviapalladium catalysis
Qi, Zhi-Chao,Lou, Qin-Xin,Niu, Yuan,Yang, Shang-Dong
supporting information, p. 2021 - 2024 (2021/03/01)
A palladium-catalyzed, temporary P(O) directing group assisted C-H bond arylation of carbazoles was achieved. The release of the directing group occurs spontaneously in the reaction and the mechanistic studies indicate that acid is essential for N-P bond cleavage.
A PLURALITY OF HOST MATERIALS AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME
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Paragraph 0216-0219, (2021/05/08)
The present disclosure relates to a plurality of host materials comprising a first host material comprising a compound represented by formula 1, and a second host material comprising a compound represented by formula 2, and an organic electroluminescent device comprising the same. By comprising a specific combination of compounds as host materials, it is possible to provide an organic electroluminescent device having lower driving voltage, higher luminous efficiency, higher power efficiency, and/or superior lifespan characteristics compared to conventional organic electroluminescent devices.
Plurality of host materials and organic electroluminescent device comprising the same
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Paragraph 0229-0232, (2021/04/29)
The present disclosure relates to a plurality of host materials comprising a first host material comprising a compound represented by formula 1, and a second host material comprising a compound represented by formula 2, and an organic electroluminescent d
PLURALITY OF HOST MATERIALS AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME
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Paragraph 0076-0078, (2021/06/11)
The present disclosure relates to a plurality of host materials comprising a first host material comprising a compound represented by formula 1, and a second host material comprising a compound represented by formula 2, and an organic electroluminescent device comprising the same. By comprising a specific combination of compounds as host materials, it is possible to provide an organic electroluminescent device having higher luminous efficiency, higher power efficiency, and/or better lifetime properties, compared to conventional organic electroluminescent devices.
Compound for organic optoelectronic device, composition for organic optoelectronic device, organic optoelectronic device, and display device
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Paragraph 0208-0212; 0323-0327, (2021/10/30)
The present invention relates to a compound for an organic optoelectronic device, a composition for an organic optoelectronic device, an organic optoelectronic device, and a display device. Specifically, disclosed are a compound for an organic optoelectronic device represented by a combination of Chemical Formula 1 and Chemical Formula 2, and a composition for an organic optoelectronic device, an organic optoelectronic device, and a display device comprising the same. Details of the chemical formula 1 and the chemical formula 2 are described in the specification.
A Br?nsted Acid Catalyzed Cascade Reaction for the Conversion of Indoles to α-(3-Indolyl) Ketones by Using 2-Benzyloxy Aldehydes
Banerjee, Ankush,Maji, Modhu Sudan
supporting information, p. 11521 - 11527 (2019/08/16)
A Br?nsted acid catalyzed, operationally simple, scalable route to several functionalized α-(3-indolyl) ketones has been developed and the long-standing regioisomeric issue has been eliminated by choosing appropriate carbonyls. A readily available and cheap bottle reagent was used as the catalyst. This protocol was also applicable to the synthesis of densely functionalized α-(3-pyrrolyl) ketones. A detailed mechanistic study confirmed the involvement of enolether as a reaction intermediate. Several postsynthetic modifications along with easy access to β-carboline, tryptamines, tryptophols, and spiro-indolenine proclaim the synthetic utility of this powerful building block. On the basis of this concept, functionalized carbazoles were constructed by a cascade annulation strategy.
