
Dominik Lungerich
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Visible Light Mediated Photoredox Catalytic Arylation Reactions
First-Generation Subporphyrinatoboron(III) Sensitizers Surpass the 10 % Power Conversion Efficiency Threshold
Sensitivity training: The first generation of subporphyrinatoboron(III)-based molecular sensitizers were tested in dye-sensitized solar cells (DSSCs). The most advanced prototype achieved a photon-to-current conversion efficiency value of 10.1 %. Such an astonishing figure suggests the potential for subporphyrinatoboron compounds in the field of DSSCs.
[Communication]
Graeme Copley, Daesub Hwang, Dongho Kim, Atsuhiro Osuka
Angew. Chem. Int. Ed., August 02, 2016, DOI: 10.1002/anie.201604432. Read article
Synthesis and Photophysical Properties of Aza[n]helicenes
Formation of Curvature Subunit of Carbon in Combustion
Metal-Assisted One-Pot Synthesis of Isoporphyrin Complexes
Old synthesis, new tricks: Isoporphyrins form in unprecedented amounts if the long-established Adler–Longo condensation for tetraarylporphyrin synthesis is performed in the presence of metal acetates as template agents. The isoporphyrins formed by this one-pot method are surprisingly stable and show the anticipated long-wavelength absorption typical for this class of porphyrinoids.
[Communication]
Peter Schweyen, Martin Hoffmann, Jens Krumsieck, Benedikt Wolfram, Xiulan Xie, Martin Bröring
Angew. Chem. Int. Ed., July 15, 2016, DOI: 10.1002/anie.201604297. Read article
Metal-Free [2+2+2] Cycloaddition of Ynamides and Nitriles: Mild and Regioselective Synthesis of Fully Substituted Pyridines
Triple two: A metal-free [2+2+2] cycloaddition of internal ynamides and nitriles was developed for the de novo synthesis of fully substituted pyridines. In contrast to metal catalysis, the versatile Brønsted acid HNTf2 smoothly catalyzes the mild intermolecular cyclotrimerization of a range of ynamides and unactivated nitriles with complementary chemoselectivity.
[Communication]
Yong Wang, Li-Juan Song, Xinhao Zhang, Jianwei Sun
Angew. Chem. Int. Ed., July 06, 2016, DOI: 10.1002/anie.201603889. Read article
Synthesis of an ABCD-Type Phthalocyanine by Intramolecular Cyclization Reaction
Electrophilic Aromatic Substitution: New Insights into an Old Class of Reactions
Helicenes as All-in-One Organic Materials for Application in OLEDs: Synthesis and Diverse Applications of Carbo- and Aza[5]helical Diamines
Abstract
A set of eight helical diamines were designed and synthesized to demonstrate their relevance as all-in-one materials for multifarious applications in organic light-emitting diodes (OLEDs), that is, as hole-transporting materials (HTMs), EMs, bifunctional hole transporting + emissive materials, and host materials. Azahelical diamines function very well as HTMs. Indeed, with high Tg values (127–214 °C), they are superior alternatives to popular N,N′-di(1-naphthyl)-N,N′-diphenyl-(1,1′-biphenyl)-4,4′-diamine (NPB). All the helical diamines exhibit emissive properties when employed in nondoped as well as doped devices, the performance characteristics being superior in the latter. One of the carbohelical diamines (CHTPA) serves the dual function of hole transport as well as emission in simple double-layer devices; the efficiencies observed were better by quite some margin than those of other emissive helicenes reported. The twisting endows helical diamines with significantly high triplet energies such that they also function as host materials for red and green phosphors, that is, [Ir(btp)2acac] (btp=2-(2′-benzothienyl)pyridine; acac=acetylacetonate) and [Ir(ppy)3] (ppy=2-phenylpyridine), respectively. The results of device fabrications demonstrate how helicity/ helical scaffold may be diligently exploited to create molecular systems for maneuvering diverse applications in OLEDs.
Not only aesthetically beautiful, but also functionally charming! Helicity as a design element allows creation of new organic materials for multifarious applications in organic light-emitting diodes (OLEDs). Helical diamines are shown to function as hole-transporting (HTM), emissive (EM), hole-transporting+emissive, and host materials (see figure).
Diindeno-fusion of an anthracene as a design strategy for stable organic biradicals

Nature Chemistry. doi:10.1038/nchem.2518
Authors: Gabriel E. Rudebusch, José L. Zafra, Kjell Jorner, Kotaro Fukuda, Jonathan L. Marshall, Iratxe Arrechea-Marcos, Guzmán L. Espejo, Rocío Ponce Ortiz, Carlos J. Gómez-García, Lev N. Zakharov, Masayoshi Nakano, Henrik Ottosson, Juan Casado & Michael M. Haley
Biradical polycyclic hydrocarbons are promising materials for organic spintronic and photovoltaic applications. The efficient and scalable synthesis of a diindenoanthracene derivative that exhibits moderate biradical character, yet is remarkably stable towards oxygen and heat, is now reported. A thermally accessible magnetic triplet state was studied through variable temperature techniques.
Use of Bromine and Bromo-Organic Compounds in Organic Synthesis
“Planetary Orbit” Systems Composed of Cycloparaphenylenes
Engineering Stacks of V-Shaped Polyaromatic Compounds with Alkyl Chains for Enhanced Emission in the Solid State
Stacking up: Two types of fluorescent solids were generated from a V-shaped bisanthracene derivative with three butyl groups. The highly emissive solid (ΦF= >70 %) adopts a head-to-head arrangement with discrete stacks of the anthracene moieties. Furthermore, large enhancements of dye emissions (up to 45-fold) were achieved in the solid state by adding various fluorescent dyes to the V-shaped compound.
[Communication]
Shoya Sekiguchi, Kei Kondo, Yoshihisa Sei, Munetaka Akita, Michito Yoshizawa
Angew. Chem. Int. Ed., April 28, 2016, DOI: 10.1002/anie.201602502. Read article
Chromene-Annulated Bacteriochlorins
Synthesis and Photophysical Properties of a 13,13′-Bibenzo[b]perylenyl Derivative as a π-Extended 1,1′-Binaphthyl Analog
Preparation of Azafullerene C59NR5 and Fullerene Derivative C60NAr5 with a Pyridine Moiety on the Cage Skeleton
Dissymmetric Bis(dipyrrinato)zinc(II) Complexes: Rich Variety and Bright Red to Near-Infrared Luminescence with a Large Pseudo-Stokes Shift
Synthesis of Di-peri-dinaphthoporphyrins by PtCl2-Mediated Cyclization of Quinodimethane-type Porphyrins
The core of the matter: Di-peri-dinaphthoporphyrins have been synthesized by PtCl2-mediated cycloisomerization reaction of quinodimethane-type porphyrins. These porphyrins can be regarded as a key substructure of fused porphyrinoids, for which a 24π antiaromatic circuit was proven to be a dominant resonance contributor by 1H NMR, UV/Vis absorption, cyclic voltammetry, NICS calculations, and AICD plot.
[Communication]
Masataka Umetani, Koji Naoda, Takayuki Tanaka, Seung-Kyu Lee, Juwon Oh, Dongho Kim, Atsuhiro Osuka
Angew. Chem. Int. Ed., April 13, 2016, DOI: 10.1002/anie.201601303. Read article
Hairpin Furans and Giant Biaryls
Red to Near-Infrared Isoindole BODIPY Fluorophores: Synthesis, Crystal Structures, and Spectroscopic and Electrochemical Properties
An Electron-Poor C64 Nanographene by Palladium-Catalyzed Cascade C−C Bond Formation: One-Pot Synthesis and Single-Crystal Structure Analysis
Ten bonds in a single operation: The synthesis of an electron-poor nanographene with dicarboximide corners was accomplished by a palladium-catalyzed cascade process, forming ten C−C bonds in a single chemical operation. The planar geometry of this novel C64 nanographene was revealed by single-crystal X-ray analysis.
[Communication]
Sabine Seifert, Kazutaka Shoyama, David Schmidt, Frank Würthner
Angew. Chem. Int. Ed., April 05, 2016, DOI: 10.1002/anie.201601433. Read article
Solution Structures of Hauser Base iPr2NMgCl and Turbo-Hauser Base iPr2NMgCl·LiCl in THF and the Influence of LiCl on the Schlenk-Equilibrium
A Solar Cell That Is Triggered by Sun and Rain
A flexible solar cell that can be excited by sunlight and raindrops is presented. The solar-to-electric conversion efficiency is created by complicated photoelectrochemical reactions, while electric signals, produced by dropping raindrops on rGO film, arise from π-electron|cation pseudocapacitance at the rGO/raindrop interface. This work could guide the design of all-weather solar cells.
[Communication]
Qunwei Tang, Xiaopeng Wang, Peizhi Yang, Benlin He
Angew. Chem. Int. Ed., March 21, 2016, DOI: 10.1002/anie.201602114. Read article
Templated Synthesis of Single-Walled Carbon Nanotubes with Specific Structure
Synthesis and Shuttling Behavior of [2]Rotaxanes with a Pyrrole Moiety
BODIPY-containing nanoscale metal-organic frameworks for photodynamic therapy
DOI: 10.1039/C6CC01048B, Communication
BODIPY-immobilized metal-organic frameworks for photodynamic therapy were developed through solvent-assisted ligand exchange.
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![Metal‐Free [2+2+2] Cycloaddition of Ynamides and Nitriles: Mild and Regioselective Synthesis of Fully Substituted Pyridines Metal‐Free [2+2+2] Cycloaddition of Ynamides and Nitriles: Mild and Regioselective Synthesis of Fully Substituted Pyridines](http://onlinelibrary.wiley.com/store/10.1002/anie.201603889/asset/image_n/anie201603889-toc-0001.png?v=1&s=f12ef8f1035f46c0a1dbd07c036d0a39e0343129)




















