Article
Chemistry, Multidisciplinary
Dipendu Mandal, Ting Chen, Zheng-Wang Qu, Stefan Grimme, Douglas W. Stephan
Summary: In this work, we reported the reactions of phosphine/borane FLPs with chlorodiazirines, which resulted in the reduction of the N=N double bond and formation of phosphinimide/amidoborate zwitterions. A mechanistic study using DFT showed that these reactions proceed through FLP addition and subsequent group transfer reactions to nitrogen, followed by the capture of a halide anion.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Xueli Mu, Shijie Sun, Zhihao Li, Lingli Han, Kang Lv, Tao Liu
Summary: In this study, density functional theory calculations were used to understand the mechanism of the transformation of an oxidized lignin model compound to N-substituted aromatics. The results showed that the reaction proceeds via an energetically viable mechanism involving the production of a proton bridge. Z-type oxime is the major intermediate and the hydroxy addition is the rate-determining step. The Beckmann and abnormal Beckmann rearrangements provide the main thermodynamic driving force.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Karan Goyal, Garrett A. Kukier, Xiangyang Chen, Aneta Turlik, K. N. Houk, Richmond Sarpong
Summary: A novel synthesis method for aryl-substituted, enantioenriched fulvenes from an oxidative Heck cascade and a rearrangement of a carboxy-substituted spiro[4.4]nonatriene is disclosed. Mechanistic investigations using density functional theory (DFT) calculations and empirical results show that the net transformation occurs through a Pd(ii)-mediated 1,5-vinyl shift from a vinyl-palladium intermediate, which terminates with protodepalladation. This method tolerates a range of electron-rich and deficient arylboronic acids and provides moderate to good yields and enantiomeric ratios of mono- and diaryl substituted annulated fulvenes.
Article
Chemistry, Organic
Yu-Shi Jiang, Shan-Shan Li, Xue-Ling Luo, Li-Ning Chen, Dan-Na Chen, Peng-Ju Xia
Summary: A metal-free difunctionalization strategy for diazenes was developed using bifunctionalization reagents, leading to the construction of over 30 triazane core motifs. This strategy involves a unique N(sp(3))-N(sp(2)) radical coupling between the hydrazine radical and the imine radical, allowing the efficient installation of imines and various functional groups on both ends of the nitrogen-nitrogen bond of diazenes.
Article
Chemistry, Physical
Prerna Chauhan, Ranim Mohamad
Summary: This study successfully increased the nitrogen content in vapor phase by adjusting the partial pressure of ammonia, and investigated the effect of ammonia on the composition of indium-rich InAl(Ga)N layers. It was found that the increase in indium molar fraction coincided with the ammonia input partial pressure, independent of the growth regimes.
JOURNAL OF ALLOYS AND COMPOUNDS
(2022)
Article
Chemistry, Multidisciplinary
Nalladhambi Neerathilingam, Ramasamy Anandhan
Summary: An efficient method for the synthesis of imides using metal-free photoredox-catalyzed direct alpha-oxygenation of N,N'-disubstituted anilines has been developed. This method offers operational simplicity, high atom economy, and functional group tolerance under mild reaction conditions.
Article
Chemistry, Organic
Vikas M. Bangade, Tulshiram L. Dadmal, Bhushan B. Popatkar, Prakash R. Mali, Harshadas M. Meshram
Summary: The study reveals the synthesis of new thiazole derivatives through a green approach using unstable benzimidazol-hemiaminals as intermediates. The catalyst-free synthesis of diamino benzoyl N-tosyl thiazole is achieved through sequential chemical reactions. The strategy is environmentally friendly due to the use of ionic liquid, shorter reaction time, high yield and easy product isolation.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Yuanyuan Hu, Zhen Wang, Honggen Luo, Hongwei Jin, Yunkui Liu, Bingwei Zhou
Summary: This study presents a NHC-catalyzed Truce-Smiles rearrangement for cleaving inert aryl C-N bonds to produce a range of trans-cinnamides. The reaction features high atom-economy, transition-metal free catalysis, and easily accessible substrates.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Organic
Liang-Hua Zou, Biao Liu, Cheng Wang, Zeyu Shao, Junqi Zhou, Andong Shao, Jian Wen
Summary: An efficient and green method for synthesizing various alkyl amines through the cleavage of vinylsulfonium salts' C(sp(3))-S bond has been developed. This reaction can be conducted under air atmosphere and shows a broad range of applicability with N-nucleophiles. Additionally, N-vinylazoles can be obtained with moderate to good yields through the reaction of vinylsulfonium salts with N-containing heterocycles in the presence of a base at room temperature.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Multidisciplinary
Duane D. Miller, Mark W. Smith, Dushyant Shekhawat
Summary: Understanding microwave-material interactions is crucial for applying microwave technology in gasification and renewable energy production. This study used cellulose to simulate organic matter and investigated its catalytic decomposition under a microwave field, with Zeolite 13X enhancing the decomposition rate. Theoretical calculations and reaction studies revealed that selective heating of cellulose depends on electric field polarizability and orientation.
JOURNAL OF PHYSICS AND CHEMISTRY OF SOLIDS
(2021)
Article
Chemistry, Multidisciplinary
Jiaoyu Wu, Linqiang Li, Mengtian Liu, Lu Bai, Xinjun Luan
Summary: A novel Pd-0-catalyzed [2+2+1] annulation was proposed for the rapid assembly of tricyclic indoles in a single-step transformation. Experimental results showed that large tert-butyl and benzyl groups were selectively cleaved via an S(N)1 pathway in the presence of smaller alkyl groups.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Eva Korytiakova, Andreas Reichl, Markus Mueller, Thomas Carell
Summary: Cellular DNA consists of four canonical nucleosides and 5-methylcytosine, with stem cells' genome containing three additional dC derivatives formed through oxidation reactions. These derivatives are believed to undergo a cycle of methylation, oxidation, and conversion back to dC within the genome.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Eva Korytiakova, Ewelina Kaminska, Markus Mueller, Thomas Carell
Summary: The synthesis of a fluorinated fdC feeding probe allowed for the study of direct deformylation to F-dC, providing insights into the Tdg-independent removal process. The research demonstrated deformylation occurring in both stem cells and different somatic cell types. Additionally, active demethylation was investigated in a non-dividing neurogenin-inducible system of iPS cells differentiating into bipolar neurons.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Srabani Maity, Arnab Roy, Surajit Duari, Subrata Biswas, Asma M. Elsharif, Srijit Biswas
Summary: A new synthetic method has been developed to directly cleave stable amide C-N bonds using a variety of alcohol and amine nucleophiles. In addition to observing reverse reactivity, the alcoholysis of amides by activated benzylic and propargylic alcohols has been achieved. Furthermore, 2-substituted benzothiazole derivatives have been successfully synthesized as an application.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
Joseph A. Zurakowski, Kasey R. Brown, Marcus W. Drover
Summary: Diphosphines play a dominant role as supporting ligands in transition-metal chemistry. In this study, complexes of the type [Cp*Fe(diphosphine)(X)] (X = Cl, H) were described, where a Lewis-acidic secondary coordination sphere (SCS) was installed via allyl group hydroboration using dicyclohexylborane (HBCy2) for diphosphine = 1,2-bis(di-allylphosphino)ethane (tape). The resulting chloride complex, [Cp*Fe(P2BCy4)(Cl)], displayed cyclometalation at iron upon treatment with n-butyllithium.
INORGANIC CHEMISTRY
(2023)