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Chemical Communications: Chem Comm

Zoran Kokan, Berislav Perić, Mario Vazdar, Željko Marinić, Dražen Vikić-Topić, Ernest Meštrović, Srećko I Kirin
A non-covalent self-assembled chiral alanyl aminopyridine ligand exhibits supramolecular chirality in solution, independent of the organic solvent used. The supramolecular chirality of the assemblies is completely inverted by complexation to zinc ions. To date, such a supramolecular metal-ligand system has not been reported in the literature.
January 19, 2017: Chemical Communications: Chem Comm
Jing-Kun Xu, Sheng-Jun Li, Hai-Yang Wang, Wen-Cong Xu, Shi-Kai Tian
With 2-(trimethylsilyl)aryl triflates as aryne precursors, an unprecedented three-component carboarylation reaction of unactivated imines with arynes and carbon nucleophiles has been developed to access a variety of functionalized tertiary amines under transition metal-free conditions. Suitable carbon nucleophiles include chloroform, acetonitrile, and methyl propiolate.
January 19, 2017: Chemical Communications: Chem Comm
Karima Medini, Brandi West, David E Williams, Margaret A Brimble, Juliet A Gerrard
Controlling the self-assembly of multicomponent systems provides a key to designing new materials and understanding the molecular complexity of biology. Here, we demonstrate the first use of MALDI-imaging to characterize a multicomponent self-assembling peptide fiber. Observations of mixed peptide systems over time demonstrate how simple sequence variation can change the balance between kinetic and thermodynamic products.
January 19, 2017: Chemical Communications: Chem Comm
Tsukasa Futagoishi, Michihisa Murata, Atsushi Wakamiya, Yasujiro Murata
Upon irradiation of a sulfoxide C60 derivative with a 17-membered-ring opening, rearrangement of the carbon framework took place to give an unprecedented lactone C60 derivative with a 14-membered-ring opening, whose structure was unambiguously determined by single crystal X-ray analysis. This reaction is completely different from that of the previously reported sulfoxide C60 and C70 derivatives with a 13-membered-ring opening.
January 19, 2017: Chemical Communications: Chem Comm
A André, C Theurer, J Lauth, S Maiti, M Hodas, M Samadi Khoshkhoo, S Kinge, A J Meixner, F Schreiber, L D A Siebbeles, K Braun, M Scheele
We simultaneously surface-functionalize PbS nanocrystals with Cu 4,4',4'',4'''-tetraaminophthalocyanine and assemble this hybrid material into macroscopic monolayers. Electron microscopy and X-ray scattering reveal a granular mesocrystalline structure with strong coherence between the atomic lattice and the superlattice of nanocrystals within each domain. Terahertz spectroscopy and field-effect transistor measurements indicate efficient coupling of holes throughout the hybrid thin film, in conjunction with a pronounced photoresponse...
January 19, 2017: Chemical Communications: Chem Comm
Bo Song, Chang-Bin Yu, Yue Ji, Mu-Wang Chen, Yong-Gui Zhou
A novel palladium-catalyzed intramolecular reductive amination of ketones with weakly nucleophilic sulfonamides has been developed in the presence of a Brønsted acid, giving a wide range of chiral γ-, δ-, and ε-sultams in high yields and up to 99% of enantioselectivity.
January 19, 2017: Chemical Communications: Chem Comm
Akila Iyer, Steffen Jockusch, Jayaraman Sivaguru
Most traditional photoreactions require UV light to yield the desired product. To address this issue, photoreaction of hydrazide based chromophores was evaluated with visible light using a metal free photocatalyst to afford photoproducts in high yields. This hydrazide functionality itself may be removed/modified after the photoreaction, highlighting its role as a "photo-auxiliary". A preliminary mechanistic model based on photophysical experiments is provided to highlight the generality of the strategy.
January 19, 2017: Chemical Communications: Chem Comm
Hai-Tao Qin, Shu-Wei Wu, Jia-Li Liu, Feng Liu
A redox-neutral, mild, and simple protocol is developed for the synthesis of α-trifluoromethylated ketones from vinyl azides under transition-metal-free conditions. In the presence of organic photoredox catalyst N-methyl-9-mesityl acridinium and sodium trifluoromethanesulfinate, a broad range of substituted vinyl azides were found to react smoothly upon visible-light irradiation, readily furnishing the corresponding products in satisfied yields.
January 19, 2017: Chemical Communications: Chem Comm
Rajaka Lingayya, Mari Vellakkaran, Kommu Nagaiah, Prabhakar Rao Tadikamalla, Jagadeesh Babu Nanubolu
An efficient Pd(ii)-catalyzed direct O-alkenylation of 2-arylquinazolinones with simple ketone-derived N-tosylhydrazones is reported. In this reaction, O-alkenylquinazolines were obtained in good yields, with excellent functional group tolerance. Pd-carbene migratory insertion is proposed as the key step in the reaction mechanism.
January 19, 2017: Chemical Communications: Chem Comm
Peifa Wei, Haoze Wang, Kecheng Jie, Feihe Huang
Preorientation of the terminal coumarins of a crown ether with the assistance of taco-type host-guest complex formation promotes regio- and stereo-selectivity of coumarin photodimerization to give only the syn head-to-tail coumarin isomer.
January 19, 2017: Chemical Communications: Chem Comm
Jinhuan Dong, Shuang Xin, Yanqing Wang, Ling Pan, Qun Liu
A new three-component reaction, namely condensation-anti-Michael addition-aromatization, enabling the construction of benzylic compounds is disclosed. This reaction can not only act as an alternative approach to regioselective Csp(2)-H trifluoromethylation of arenes through an "aromatic to be" strategy, but also provides a simple, convenient, step-economic, and practical strategy for the in situ generation of electrophilic p-(trifluoromethyl)benzyl species under extremely mild conditions.
January 19, 2017: Chemical Communications: Chem Comm
Tang-Hao Yang, Chun-Wei Kuo, Veerababurao Kavala, Ashok Konala, Chia-Yu Huang, Ching-Fa Yao
A metal-free protocol for accessing both α and δ-carboline derivatives, starting from a common indolylchalcone oxime ester precursor is reported. The reaction involves mild conditions and uses a regiodivergent approach. DDQ is used as a switching agent in selectively generating α and δ-carboline derivatives in good to moderate yields.
January 19, 2017: Chemical Communications: Chem Comm
Yanlong Du, Aimin Yu, Jiru Jia, Youquan Zhang, Xiangtai Meng
A protocol for the direct functionalization of N-H/α,α,β,β-C(sp(3))-H of piperidine without any metal or external oxidants is reported. This reaction is promoted by 4-(trifluoromethyl)benzoic acid via an azomethine ylide intermediate. This is a simple method for the synthesis of spirooxindoles bearing 3-substituted oxindole moieties.
January 19, 2017: Chemical Communications: Chem Comm
Wenbo Hu, Tingchao He, Rongcui Jiang, Jun Yin, Lin Li, Xiaomei Lu, Hui Zhao, Lei Zhang, Ling Huang, Handong Sun, Wei Huang, Quli Fan
Herein, we experimentally and theoretically demonstrate an unprecedentedly enhanced two-photon absorption in a small organic molecule by a simple introduction of an inner salt-shaped structure. Moreover, such an inner salt-shaped small molecule also exhibits superior singlet oxygen quantum yield and fascinating structure-inherent mitochondrial-targeting ability for highly efficient two-photon photodynamic therapy via a mitochondrial apoptosis pathway.
January 19, 2017: Chemical Communications: Chem Comm
Laia Davin, Ross McLellan, Alberto Hernán-Gómez, William Clegg, Alan R Kennedy, Maria Mertens, Iain A Stepek, Eva Hevia
Using a specially designed magnesium metallating manifold, combining kinetically activated TMP amide base with a sterically amplified β-diketiminate ligand, this study has established a new regioselective strategy for magnesiation of challenging N-heterocyclic molecules. The broad scope of the approach is illustrated through reactions of pyrazine, triazoles and substituted pyridines by isolation and structural elucidation of their magnesiated intermediates.
January 19, 2017: Chemical Communications: Chem Comm
Hannes Kulla, Manuel Wilke, Franziska Fischer, Mathias Röllig, Christiane Maierhofer, Franziska Emmerling
We present a first direct measurement of the temperature during milling combined with in situ Raman spectroscopy monitoring. The data reveal a low temperature increase due to the mechanical impact and clear temperature increases as a consequence of the reaction heat. Based on the data, temperature rises as postulated in the magma plasma and hot spot theory can be excluded for soft matter milling syntheses.
January 18, 2017: Chemical Communications: Chem Comm
Xiaogang Yang, Dongpeng Yan
Zeolitic imidazolate framework-8 directly exhibits unexpected white-light emission and near-infrared (NIR) phosphorescence, due to the host-guest interaction and the alternation of electron-density distribution, as confirmed by both experimental and computational studies.
January 18, 2017: Chemical Communications: Chem Comm
Kurian A Kuttiyiel, Kotaro Sasaki, Gu-Gon Park, Miomir B Vukmirovic, Lijun Wu, Yimei Zhu, Jingguang G Chen, Radoslav R Adzic
We present a new Janus structured catalyst consisting of Pt nanoparticles on Fe-N-C nanoparticles encapsulated by graphene layers for the ORR. The ORR activity of the catalyst increases under potential cycling as the unique Janus nanostructure is further bonded due to a synergetic effect. The present study describes an important advanced approach for the future design of efficient, stable, and low-cost Pt-based electrocatalytic systems.
January 18, 2017: Chemical Communications: Chem Comm
Yidan Hu, Yichao Wu, Manisha Mukherjee, Bin Cao
A novel, biofilm-based AND logic gate was constructed in Shewanella oneidensis through a near-infrared (NIR) light responsive c-di-GMP module. The logic gate was demonstrated in microbial fuel cells with isopropyl β-d-thiogalactoside (IPTG) and NIR light as the inputs and electrical signals as the output.
January 18, 2017: Chemical Communications: Chem Comm
Xiaoying Gao, Guangxue Feng, Purnima Naresh Manghnani, Fang Hu, Nan Jiang, Jianzhao Liu, Bin Liu, Jing Zhi Sun, Ben Zhong Tang
A two-channel responsive and AIE-active fluorescent probe was developed to selectively detect superoxide anions in living cells, which can be used to track the endogenous superoxide anion level when cells undergo apoptosis and inflammation.
January 18, 2017: Chemical Communications: Chem Comm
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