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13 Apr 13:31

A synthetic co-crystal prepared by cooperative single-crystal-to-single-crystal solid-state Diels-Alder reaction

Chem. Commun., 2017, 53,4969-4972
DOI: 10.1039/C6CC07628A, Communication
S. Khorasani, M. A. Fernandes
Solid-state Diels-Alder reaction in a 2 : 1 donor to acceptor charge-transfer complex leads to a synthetic co-crystal composed of product and unreacted donor. Analysis of close contacts and DFT energy calculations indicate that the reaction occurs cooperatively where the arrangement of molecules shown in (ii) is favoured.
The content of this RSS Feed (c) The Royal Society of Chemistry
04 Apr 07:13

Visible-Light-Promoted [2 + 2 + 2] Cyclization of Alkynes with Nitriles to Pyridines Using Pyrylium Salts as Photoredox Catalysts

by Kuai Wang, Ling-Guo Meng and Lei Wang

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Organic Letters
DOI: 10.1021/acs.orglett.7b00292
03 Apr 21:31

Annulative π-Extension (APEX) of Heteroarenes with Dibenzosiloles and Dibenzogermoles by Palladium/o-Chloranil Catalysis

by Kyohei Ozaki, Wataru Matsuoka, Hideto Ito and Kenichiro Itami

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Organic Letters
DOI: 10.1021/acs.orglett.7b00684
03 Apr 21:29

Understanding the Unusual Reduction Mechanism of Pd(II) to Pd(I): Uncovering Hidden Species and Implications in Catalytic Cross-Coupling Reactions

by Carin C. C. Johansson Seechurn, Theresa Sperger, Thomas G. Scrase, Franziska Schoenebeck and Thomas J. Colacot

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Journal of the American Chemical Society
DOI: 10.1021/jacs.7b01110
31 Mar 23:15

Unifying Principles of the Reductive Covalent Graphene Functionalization

by Gonzalo Abellán, Milan Schirowski, Konstantin F. Edelthalhammer, Michael Fickert, Katharina Werbach, Herwig Peterlik, Frank Hauke and Andreas Hirsch

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Journal of the American Chemical Society
DOI: 10.1021/jacs.7b00704
31 Mar 09:27

Divergent Synthesis of Heteroatom-Centered 4,8,12-Triazatriangulenes

Divergent Synthesis of Heteroatom‐Centered 4,8,12‐Triazatriangulenes

Spoilt for choice: Boron-, phosphorus-, and silicon-centered 4,8,12-triazatriangulenes were synthesized. The key step involved the efficient incorporation of the heteroatom into a nitrogen-containing macrocyclic precursor through electrophilic C−Li and C−H substitution (see scheme).

[Communication]
Soichiro Nakatsuka, Hajime Gotoh, Keisuke Kinoshita, Nobuhiro Yasuda, Takuji Hatakeyama
Angew. Chem. Int. Ed., March 29, 2017, https://doi.org/10.1002/anie.201701246 Read article

31 Mar 09:25

Near-IR Absorbing J-Aggregate of an Amphiphilic BF2-Azadipyrromethene Dye by Kinetic Cooperative Self-Assembly

Near‐IR Absorbing J‐Aggregate of an Amphiphilic BF2‐Azadipyrromethene Dye by Kinetic Cooperative Self‐Assembly

Chlorophyll analog: An amphiphilic BF2-azadipyrromethene (aza-BODIPY) dye 1 forms two types of aggregates with distinct optical properties and nanoscale morphologies through competing cooperative self-assembly pathways. The observed rod-like morphology and exciton characteristics for the aza-BODIPY-based J-aggregates are comparable to those of natural chlorophyll dye assemblies.

[Communication]
Zhijian Chen, Yong Liu, Wolfgang Wagner, Vladimir Stepanenko, Xiangkui Ren, Soichiro Ogi, Frank Würthner
Angew. Chem. Int. Ed., March 29, 2017, https://doi.org/10.1002/anie.201701788 Read article

31 Mar 09:21

An Annulative Synthetic Strategy for Building Triphenylene Frameworks by Multiple C−H Bond Activations

An Annulative Synthetic Strategy for Building Triphenylene Frameworks by Multiple C−H Bond Activations

Closing the circle: Palladium-catalyzed 2- or 4-fold C−H arylation of unactivated arenes was developed to access substituted triphenylene frameworks.

[Communication]
Bijoy P. Mathew, Hyun Ji Yang, Joohee Kim, Jae Bin Lee, Yun-Tae Kim, Sungmin Lee, Chang Young Lee, Wonyoung Choe, Kyungjae Myung, Jang-Ung Park, Sung You Hong
Angew. Chem. Int. Ed., March 30, 2017, https://doi.org/10.1002/anie.201700405 Read article

31 Mar 09:21

Fullerenes in Space

Fullerenes in Space

Looking to the stars: In 1985 the fullerenes were discovered through experiments aimed at understanding the formation of carbon chains found in interstellar space. Thirty years later spectroscopic experiments have confirmed the presence of C60+ in diffuse clouds of molecules and dust and given the first answer to a long standing astronomical puzzle.

[Review]
John P. Maier, Ewen K. Campbell
Angew. Chem. Int. Ed., March 30, 2017, https://doi.org/10.1002/anie.201612117 Read article

31 Mar 08:16

Toward Stable Superbenzoquinone Diradicaloids

Toward Stable Superbenzoquinone Diradicaloids

As captivating as a butterfly: Different strategies toward stable superbenzoquinone (SBQ) derivatives were explored, and stable 4-tert-phenyl-substituted SBQ-Ph was obtained by appropriate kinetic blocking. SBQ-Ph (see structure) has an open-shell singlet ground state with moderate diradical character and adopts a butterfly-like geometry in the single crystal.

[Communication]
Guangwu Li, Hoa Phan, Tun Seng Herng, Tullimilli Y. Gopalakrishna, Chunchen Liu, Wangdong Zeng, Jun Ding, Jishan Wu
Angew. Chem. Int. Ed., March 30, 2017, https://doi.org/10.1002/anie.201700441 Read article

29 Mar 09:11

Singlet oxygen generation properties of an inclusion complex of cyclic free-base porphyrin dimer and fullerene C60

RSC Adv., 2017, 7,18690-18695
DOI: 10.1039/C7RA02699D, Paper
Open Access Open Access
Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Yousuke Ooyama, Toshiaki Enoki, Joji Ohshita, Takuya Kamimura, Shuwa Ozako, Taro Koide, Fumito Tani
We demonstrate that a cyclic free-base porphyrin dimer and its inclusion complex with fullerene C60 possess the ability to generate singlet oxygen (1O2) under visible light irradiation.
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28 Mar 05:41

para-Selective C−H Borylation of (Hetero)Arenes by Cooperative Iridium/Aluminum Catalysis

para‐Selective C−H Borylation of (Hetero)Arenes by Cooperative Iridium/Aluminum Catalysis

Collect. Select. Reflect: para-Selective C−H borylation of benzamide and pyridine adducts is controlled by a combination of iridium and bulky aluminum-based Lewis acid catalysts. Variously substituted (hetero)arylboronates were prepared, which are versatile synthetic intermediates for complex multi-substituted aromatic compounds.

[Communication]
Lichen Yang, Kazuhiko Semba, Yoshiaki Nakao
Angew. Chem. Int. Ed., March 27, 2017, https://doi.org/10.1002/anie.201701238 Read article

22 Mar 19:34

Heptacene: Characterization in Solution, in the Solid State, and in Films

by Ralf Einholz, Treliant Fang, Robert Berger, Peter Grüninger, Andreas Früh, Thomas Chassé, Reinhold F. Fink and Holger F. Bettinger

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Journal of the American Chemical Society
DOI: 10.1021/jacs.6b13212
18 Mar 00:17

Triggering a [2]Rotaxane Molecular Shuttle by a Photochemical Bond-Cleavage Strategy

by Chuan Gao, Zhou-Lin Luan, Qi Zhang, Shun Yang, Si-Jia Rao, Da-Hui Qu and He Tian

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Organic Letters
DOI: 10.1021/acs.orglett.7b00393
17 Mar 06:35

The Essential Role of Bond Energetics in C–H Activation/Functionalization

by Xiao-Song Xue, Pengju Ji, Biying Zhou and Jin-Pei Cheng

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Chemical Reviews
DOI: 10.1021/acs.chemrev.6b00664
10 Mar 12:45

Nitrogen Lewis Acids

by Alla Pogoreltsev, Yuri Tulchinsky, Natalia Fridman and Mark Gandelman

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Journal of the American Chemical Society
DOI: 10.1021/jacs.6b12360
09 Mar 07:36

Well-Defined Nanographene–Rhenium Complex as an Efficient Electrocatalyst and Photocatalyst for Selective CO2 Reduction

by Xiaoxiao Qiao, Qiqi Li, Richard N. Schaugaard, Benjamin W. Noffke, Yijun Liu, Dongping Li, Lu Liu, Krishnan Raghavachari and Liang-shi Li

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Journal of the American Chemical Society
DOI: 10.1021/jacs.6b12530
05 Mar 20:39

Metal–Organic Framework@Porous Organic Polymer Nanocomposite for Photodynamic Therapy

by Xiaohua Zheng, Lei Wang, Qing Pei, Shasha He, Shi Liu and Zhigang Xie

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Chemistry of Materials
DOI: 10.1021/acs.chemmater.7b00228
05 Mar 20:36

Purely Organic Thermally Activated Delayed Fluorescence Materials for Organic Light-Emitting Diodes

by Michael Y. Wong, Eli Zysman-Colman

The design of thermally activated delayed fluorescence (TADF) materials both as emitters and as hosts is an exploding area of research. The replacement of phosphorescent metal complexes with inexpensive organic compounds in electroluminescent (EL) devices that demonstrate comparable performance metrics is paradigm shifting, as these new materials offer the possibility of developing low-cost lighting and displays. Here, a comprehensive review of TADF materials is presented, with a focus on linking their optoelectronic behavior with the performance of the organic light-emitting diode (OLED) and related EL devices. TADF emitters are cross-compared within specific color ranges, with a focus on blue, green–yellow, orange–red, and white OLEDs. Organic small-molecule, dendrimer, polymer, and exciplex emitters are all discussed within this review, as is their use as host materials. Correlations are provided between the structure of the TADF materials and their optoelectronic properties. The success of TADF materials has ushered in the next generation of OLEDs.

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The emergence of thermally activated delayed fluorescence (TADF) organic compounds has brought about an evolution in the design of OLED emitter design. These materials harvest both singlet and triplet excitons in the device for light emission. This comprehensive review critically examines organic TADF emitters and hosts used in electroluminescent devices.

03 Mar 12:45

Cobalt-Catalyzed 1,1-Diboration of Terminal Alkynes: Scope, Mechanism, and Synthetic Applications

by Simon Krautwald, Máté J. Bezdek and Paul J. Chirik

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Journal of the American Chemical Society
DOI: 10.1021/jacs.7b00445
02 Mar 09:22

Synthesis of Quinoidal Fused Oligosiloles by Rhodium-Catalyzed Stitching Reaction and Theoretical Investigation of Their Properties

by Ryo Shintani, Nana Misawa, Tomohiro Tsuda, Ryo Iino, Mikiya Fujii, Koichi Yamashita and Kyoko Nozaki

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Journal of the American Chemical Society
DOI: 10.1021/jacs.7b00344
02 Mar 09:21

Substrate-Mediated C–C and C–H Coupling after Dehalogenation

by Huihui Kong, Sha Yang, Hongying Gao, Alexander Timmer, Jonathan P. Hill, Oscar Díaz Arado, Harry Mönig, Xinyan Huang, Qin Tang, Qingmin Ji, Wei Liu and Harald Fuchs

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Journal of the American Chemical Society
DOI: 10.1021/jacs.6b10936
28 Feb 22:11

Photoinduced electron transfer from rylenediimide radical anions and dianions to Re(bpy)(CO)3 using red and near-infrared light

Chem. Sci., 2017, 8,3821-3831
DOI: 10.1039/C6SC05103K, Edge Article
Open Access Open Access
Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Nathan T. La Porte, Jose F. Martinez, Svante Hedstrom, Benjamin Rudshteyn, Brian T. Phelan, Catherine M. Mauck, Ryan M. Young, Victor S. Batista, Michael R. Wasielewski
Photoinduced electron transfer dynamics are described for a set of dyads comprising rylenediimide anion chromophores and a Re(bpy)(CO)3 metal center.
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26 Feb 15:26

Electron Hopping and Charge Separation within a Naphthalene-1,4:5,8-bis(dicarboximide) Chiral Covalent Organic Cage

by Tomáš Šolomek, Natalia E. Powers-Riggs, Yi-Lin Wu, Ryan M. Young, Matthew D. Krzyaniak, Noah E. Horwitz and Michael R. Wasielewski

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Journal of the American Chemical Society
DOI: 10.1021/jacs.7b00233
24 Feb 09:36

Construction of Bisbenzofuro[2,3-b:3′,2′-e]pyridines by Palladium-Catalyzed Double Intramolecular Oxidative C–H/C–H Coupling

by Hiroyuki Kaida, Tsuyoshi Goya, Yuji Nishii, Koji Hirano, Tetsuya Satoh and Masahiro Miura

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Organic Letters
DOI: 10.1021/acs.orglett.7b00323
23 Feb 13:31

Near-Stoichiometric Bulk Graphane from Halogenated Graphenes (X = Cl/Br/I) by the Birch Reduction for High Density Energy Storage

by Alex Yong Sheng Eng, Zdeněk Sofer, Daniel Bouša, David Sedmidubský, Štěpán Huber, Martin Pumera

Hydrogen is a clean fuel with high specific energy and its handling and storage are important toward fuel cell research. Particularly, high-density hydrogen storage is crucial for the viability of future hydrogen-powered devices. This leads to the search for suitable methods; one such option is chemical storage in light materials with large surface areas, such as graphene. Here, the bulk production of graphane by Birch reduction of halogenated (Cl/Br/I) graphene precursors is reported as a potentially scalable procedure. Prior treatment with strong hydrohalic acids is used to remove oxygen-groups and to substitute these with halogens, resulting in effective hydrogenation. An unprecedented level of hydrogen storage is obtained from the iodinated-graphene starting material at 7.44 wt%, far above the U.S. Department of Energy's 2020 system target of 5.5 wt% and close to its ultimate 7.5 wt% goal. As the stored hydrogen is chemisorbed on the graphane scaffold it is stable at both room temperature and on atmospheric exposure, where neither temperature control nor pressure regulation is required. Hydrogen may then be desorbed at elevated temperatures above 400 °C.

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Bulk graphane is prepared from halogenated graphene precursors (X = Cl/Br/I), giving levels of stored hydrogen in the material close to the theoretical limit. The graphane produced is stable in air and hydrogen can be subsequently desorbed at elevated temperature. High density hydrogen storage makes graphane a possible option for future hydrogen-powered devices.

23 Feb 10:25

Can Fluorenone-Based Compounds Emit in the Blue Region? Impact of the Conjugation Length and the Ground-State Aggregation

by Nadzeya A. Kukhta, Demetrio A. da Silva Filho, Dmytro Volyniuk, Juozas Vidas Grazulevicius and Gjergji Sini

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Chemistry of Materials
DOI: 10.1021/acs.chemmater.6b05158
16 Feb 16:51

Palladium-Catalysed Cross-Coupling Reactions Controlled by Noncovalent Zn⋅⋅⋅N Interactions

by Mohamed Kadri, Jingran Hou, Vincent Dorcet, Thierry Roisnel, Lazhar Bechki, Abdellah Miloudi, Christian Bruneau, Rafael Gramage-Doria
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Weak Zn⋅⋅⋅N interactions have been exploited in homogeneous palladium catalysis. The selective binding between pyridine-containing compounds and zinc-containing scaffolds (porphyrin or salphen) prevents undesired catalyst inhibition, thus increasing the activity of the palladium-phosphane catalyst. The picture illustrates how a magician uses the “Zn⋅⋅⋅N weak interactions” trick to increase the performance of the palladium catalyst inside an Erlenmeyer flask under the watchful eye of a bunny. More information can be found in the Full Paper by R. Gramage-Doria et al. (DOI: 10.1002/chem.201604780).

13 Feb 23:20

A Naphtho-Fused Double [7]Helicene from a Maleate-Bridged Chrysene Trimer

A Naphtho‐Fused Double [7]Helicene from a Maleate‐Bridged Chrysene Trimer

It takes only five consecutive steps from unsubstituted chrysene to obtain an all-kata-annulated arene tetracarboxylate, in which two heptahelicene segments are joined together. The bishelicene is formed in the achiral meso configuration, with the two helices having opposite pitches.

[Communication]
Marli Ferreira, Guillaume Naulet, Hugo Gallardo, Pierre Dechambenoit, Harald Bock, Fabien Durola
Angew. Chem. Int. Ed., February 09, 2017, DOI: 10.1002/anie.201610793. Read article

09 Feb 18:19

Design and Functions of Semiconducting Fused Polycyclic Furans for Optoelectronic Applications

by Hayato Tsuji and Eiichi Nakamura

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Accounts of Chemical Research
DOI: 10.1021/acs.accounts.6b00595