Article
Chemistry, Multidisciplinary
Zhusong Cao, Jianye Li, Youwen Sun, Hanwen Zhang, Xueling Mo, Xin Cao, Guozhu Zhang
Summary: The method involves the use of a copper nucleophile complex as a photocatalyst, which reduces the silicon-tethered aliphatic iodide to an alkyl radical to initiate 1,n-hydrogen atom transfer. Unactivated secondary and tertiary C-H bonds at beta, gamma, and delta positions can be functionalized in a predictable manner.
Article
Chemistry, Organic
Xi Chen, Zhe Zhang, Wei-Yu Shi, Ya-Nan Ding, Yu-Yong Luan, Yan-Chong Huang, Qiang Wang, Xue-Yuan Liu, Yong-Min Liang
Summary: We report a redox-neutral, visible-light-mediated difluoroalkylation of unactivated C(sp(3))-H bonds in amides via nitrogen-centered radicals triggered intramolecular hydrogen atom transfer. All types of gamma-C(sp(3))-H bonds exhibited excellent reactivity. This methodology provides a facile route for regioselective introduction of alpha,alpha-difluoroketonefragments into organic molecules, which can be easily converted to structurally diverse difluoro-containing molecules with broad potential applications in medicinal chemistry and chemical biology.
Article
Chemistry, Organic
Lei Liang, Ge Guo, Chen Li, Song-Lin Wang, Yue-Hui Wang, Hai-Ming Guo, Hong-Ying Niu
Summary: The study demonstrates Cu-catalyzed intermolecular alkynylation and allylation of unactivated C(sp(3))-H bonds with SOMO-philes via HAT, using N-fluoro-sulfonamide as a reagent, resulting in high yields, good regioselectivity, and functional-group compatibility. Late-stage functionalization of natural products and drug molecules is also shown in the research.
Article
Chemistry, Multidisciplinary
Jeonghyo Lee, Seongho Jin, Dongwook Kim, Soon Hyeok Hong, Sukbok Chang
Summary: Alkanes, as an abundant and inexpensive source of hydrocarbons, are of high interest for conversion into value-added chemicals. Development of new methods for this transformation is challenging due to the inertness of C-H bonds. Electronic modulation of cobalt complexes has led to enhanced amidation efficiency, with secondary C-H bond selectivity observed in nonactivated alkanes under the current protocol.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Liang Hu, Guangrong Meng, Jin-Quan Yu
Summary: This study reports the first Pd(II)-catalyzed intermolecular fi-methylene C(sp3)-H arylation of free aliphatic acids using bidentate pyridine-pyridone ligands. The bite angle of the ligand plays a key role in promoting fi-methylene C-H activation of free carboxylic acid. This transformation provides a disconnection for alkylation of arenes with simple aliphatic acids.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Jinquan Zhang, Shuaizhong Zhang, Hongbin Zou
Summary: The study introduces a new Pd-catalyzed gamma-C(sp(3))-H selective alkylation and alkenylation reaction with removable 7-azaindole as a directing group. Acid and base were found to be decisive regulators for selective alkylation and alkenylation on the same substrate under the same reaction conditions. The results demonstrate the potential of the strategy for structurally diverse aliphatic chain extension and functionalization.
Review
Chemistry, Multidisciplinary
Bijin Li, Mazen Elsaid, Haibo Ge
Summary: C(sp(3))-H functionalization is an important method to increase molecular complexity. Despite the initial challenges of inertness and high bond-dissociation energies, these hurdles can be overcome through selective strategies, leading to efficient construction of C-C and C-X bonds. This review discusses transition-metal-catalyzed site-selective gamma- and delta-C(sp(3))-H functionalization reactions and explores their applications in late-stage functionalization of medicinal compounds and construction of complex molecules of medicinal importance.
Article
Chemistry, Organic
Miao Wang, Changzhen Yin, Peng Hu
Summary: The unactivated C(sp(3))-H heteroarylation of free alcohol at the delta position was achieved through a radical procedure catalyzed by silver salt under gentle thermal conditions in water. Protonic acids and Lewis acids were found to efficiently activate pyridines for this Minisci-type reaction. The reaction showed good functional group tolerance and substrate scope, with terminal secondary and tertiary alcohols being suitable substrates. Both electron-donating and -withdrawing groups on the electron-deficient heteroarene substrates yielded the target products in moderate to good yields. The study also included a successful gram-scale experiment and radical blocking/experiment experiments to support the radical mechanism.
Article
Chemistry, Multidisciplinary
Payam Abdolalian, Samaneh K. Tizhoush, Kaveh Farshadfar, Alireza Ariafard
Summary: In this study, a new mechanism for Pd(OAc)(2)-catalyzed alkoxylation of C(sp(3))-H bonds was discovered through density functional theory calculations, consisting of four main steps: activation, oxidative addition, reductive elimination, and regeneration of the active catalyst.
Article
Chemistry, Multidisciplinary
Zhaofan Jue, Yahao Huang, Jiahui Qian, Peng Hu
Summary: An iron-catalyzed remote C(sp(3))-H amination of alcohols through 1,5-hydrogen atom transfer has been developed, providing a mild method to generate delta-C(sp(3))-N bonds from primary, secondary, and tertiary alcohols. The protocol demonstrates a wide substrate scope and good functional group tolerance.
Article
Chemistry, Multidisciplinary
Keitaro Matsuoka, Narumi Komami, Masahiro Kojima, Tsuyoshi Mita, Kimichi Suzuki, Satoshi Maeda, Tatsuhiko Yoshino, Shigeki Matsunaga
Summary: In this study, a novel method for chemoselective cleavage of unactivated tetraalkylsilanes under mild conditions using iodine tris(trifluoroacetate) was reported. The reaction enables subsequent synthetic reactions and provides highly stable synthetic precursors for organic synthesis.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Zi-Yu Dong, Jia-Hui Zhao, Peng Wang, Jin-Quan Yu
Summary: In this study, a class of bifunctional monoprotected amino-imidazoline (MPAI) ligands were developed and applied in Pd-catalyzed C(sp(3))-H arylation of free aliphatic acids. The newly developed MPAI ligand enables the use of 1.0 equiv of aliphatic acids containing an alpha hydrogen for the first time.
Article
Chemistry, Organic
Zichen Wang, Huaquan Fang, Guixia Liu, Zheng Huang
Summary: In this study, a pincer Ru-catalyzed dual intramolecular dehydrogenative silylation of primary C(sp(3))-H bonds was reported. The reaction demonstrated high efficiency, scalability, and good functional group tolerance, allowing for facile and atom-economical access to structurally diverse silicon-centered spirocycles, including unprecedented oxa-spirosilabiindanes and aza-spirosilabiindanes.
Article
Chemistry, Multidisciplinary
Jesus Rodrigalvarez, Luke A. Reeve, Javier Miro, Matthew J. Gaunt
Summary: This article reports a simple and efficient method for introducing aryl groups into aminomethyl-cyclopropanes and -cyclobutanes through enantioselective C-H arylation, which simplifies the construction of functionalized strained aminomethyl-cycloalkanes.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Multidisciplinary
Fufang Wu, Xuanzhen Han, Xuejian Li, Xiaobao Shen, Chang Wang, Zhimei Tian, Bin Cheng, Jingbin Zhang, Liangquan Sheng, Hongbin Zhai
Summary: The paper describes a method for the selective C-H functionalization of alkanes using iodine(III) as a mediator. The radical coupling of N-hydroxyphthalimide with unactivated alkanes is achieved, providing a way to construct new chemical bonds under mild reaction conditions. The method allows for efficient functionalization of unactivated hydrocarbons with good yields.
COMMUNICATIONS CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Deepti Kalsi, Nagaraju Barsu, Basker Sundararaju
CHEMISTRY-A EUROPEAN JOURNAL
(2018)
Article
Chemistry, Organic
Nimmakuri Rajesh, Nagaraju Barsu, Basker Sundararaju
TETRAHEDRON LETTERS
(2018)
Article
Chemistry, Physical
Deepti Kalsi, Subhradeep Dutta, Nagaraju Barsu, Magnus Rueping, Basker Sundararaju
Article
Chemistry, Multidisciplinary
Balakumar Emayavaramban, Priyanka Chakraborty, Basker Sundararaju
Review
Chemistry, Physical
Vikas Dwivedi, Deepti Kalsi, Basker Sundararaju
Article
Chemistry, Multidisciplinary
Priyanka Chakraborty, Manoj Kumar Gangwar, Balakumar Emayavaramban, Eric Manoury, Rinaldo Poli, Basker Sundararaju
Article
Chemistry, Applied
Bhuttu Khan, Vikas Dwivedi, Basker Sundararaju
ADVANCED SYNTHESIS & CATALYSIS
(2020)
Article
Chemistry, Multidisciplinary
Nagaraju Barsu, Markus Leutzsch, Alois Fuerstner
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2020)
Article
Chemistry, Multidisciplinary
Rajib Mandal, Nagaraju Barsu, Bholanath Garai, Abir Das, Dmitry Perekalin, Basker Sundararaju
Summary: A new protocol has been developed for mono- and bis-ortho-C-H alkynylation of easily accessible benzamide derivatives using alkynyl bromides at room temperature by combining cobalt and photocatalysts. Different alkynyl bromides have shown diverse reactivity towards C-H alkynylation and competing C-H/N-H bond annulation reactions, resulting in good yields with excellent functional group tolerance.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Deepti Kalsi, Nagaraju Barsu, Sagnik Chakrabarti, Pardeep Dahiya, Magnus Rueping, Basker Sundararaju
CHEMICAL COMMUNICATIONS
(2019)
Article
Chemistry, Organic
Balakumar Emayavaramban, Priyanka Chakraborty, Eric Manoury, Rinaldo Poli, Basker Sundararaju
ORGANIC CHEMISTRY FRONTIERS
(2019)
Article
Chemistry, Physical
Nagaraju Barsu, Deepti Kalsi, Basker Sundararaju
CATALYSIS SCIENCE & TECHNOLOGY
(2018)
Article
Chemistry, Multidisciplinary
Malay Sen, Nimmakuri Rajesh, Balakumar Emayavaramban, J. Richard Premkumar, Basker Sundararaju
CHEMISTRY-A EUROPEAN JOURNAL
(2018)
Article
Chemistry, Multidisciplinary
Alexander M. Prophet, Kritanjan Polley, Gary J. Van Berkel, David T. Limmer, Kevin R. Wilson
Summary: The oxidation kinetics of iodide by ozone at the air-water interface is studied in single microdroplets. Molecular simulations and kinetic modeling are used to understand the underlying multiphase mechanism.
Article
Chemistry, Multidisciplinary
Rong Zhang, Jiajing Lan, Fei Wang, Shumei Chen, Jian Zhang
Summary: By utilizing 1,1'-ferrocene dicarboxylic acid as a chelating and surface protection ligand, we have synthesized multi-nuclear indium oxide clusters with varying nuclear sizes, including heptanuclear and thirteen-nuclear clusters. These clusters possess labile coordination sites, allowing for structural modification and self-assembly, resulting in the formation of various cluster structures.
Article
Chemistry, Multidisciplinary
Hui Wang, Hui Liu, Mingsen Wang, Jiaheng Hou, Yongjun Li, Yuancheng Wang, Yingjie Zhao
Summary: Two supramolecular complexes were prepared using CBs and M1, and their single-crystal structures were analyzed by SCXRD. The unexpected 1:2 self-assembly structure between M1 and CB[8] was discovered for the first time. These complexes exhibit unique photophysical properties and provide valuable information about the structure and photophysical properties of supramolecular complexes.
Article
Chemistry, Multidisciplinary
Chang-Hee Lee, Sookil Park, Sanggil Kim, Ji Young Hyun, Hyun Soo Lee, Injae Shin
Summary: The epidermal growth factor receptor (EGFR) is a cell-surface glycoprotein involved in cell proliferation and tumor development. This study used a fluorescently labeled EGFR to investigate its time-dependent endocytosis in live cells and found that appended glycans affect EGFR internalization. Additionally, the study detected sialic acid residues attached to EGFR on the live cell surface using FRET-based imaging. This research provides valuable insights into the cellular functions of EGFR.
Article
Chemistry, Multidisciplinary
Subhankar Sahu, Lokesh Kumar, Sumita Das, Dipti Gupta, Ruchi Anand
Summary: This study proposes a strategy that combines organic electronics with biosensor scaffolds to create a compact device for monitoring environmental aromatic pollution. By coupling biosensing protein MopR with an organic electrochemical transistor (OECT), a sensor module capable of efficient detection of phenol was designed. Exclusive phenol detection with minimal loss of sensitivity could be achieved in complex pollutant mixtures and real environmental samples.
Review
Chemistry, Multidisciplinary
Changseok Lee, Hyung-Joon Kang, Sungwoo Hong
Summary: The formation of C-N bonds through hydroamination reactions catalyzed by nickel hydrides has been a topic of recent interest. This approach offers a way to efficiently transform a variety of alkene and alkyne substrates into compounds enriched with C-N bonds. The review provides a concise overview of the underlying reaction mechanisms and aims to stimulate further progress in NiH-catalytic techniques and catalyst design.
Article
Chemistry, Multidisciplinary
Yueci Wu, Lu-Lu Sun, Hai-Hao Han, Xiao-Peng He, Weiguo Cao, Tony D. James
Summary: Drug-induced liver injury (DILI) is a common cause of acute liver failure in the USA and Europe, but most cases can be recovered or prevented by discontinuing the offending drug. Recent research has found that peroxynitrite (ONOO-) can be used as a potential indicator for early diagnosis of DILI, and there is an urgent need to establish a method to detect and track peroxynitrite in DILI cases. In this study, a FRET-based nano fluorescent probe CD-N-I was developed, which showed high selectivity and sensitivity in detecting peroxynitrite. The probe successfully detected exogenous peroxynitrite in live cells and endogenous peroxynitrite in APAP-induced liver injury of HepG2 cells.
Article
Chemistry, Multidisciplinary
Dmitry L. Lipilin, Mikhail O. Zubkov, Mikhail D. Kosobokov, Alexander D. Dilman
Summary: This article describes a direct photocatalytic method for the thiolation of unprotected acids, which was previously challenging. By using a thionocarbonate reagent with an N-O bond, the efficient conversion of carboxylic acids to thiols is achieved.
Article
Chemistry, Multidisciplinary
Jason Malenfant, Lucille Kuster, Yohann Gagne, Kouassi Signo, Maxime Denis, Sylvain Canesi, Mathieu Frenette
Summary: Raman microscopy can reveal compound-specific vibrational fingerprints without sample preparation. The combination of efficient theoretical calculations and a user-friendly software can accurately predict peak positions and provide match scores to assist with structure determination.
Article
Chemistry, Multidisciplinary
Jayoh A. Hernandez, Paul S. Micus, Sean Alec Lois Sunga, Luca Mazzei, Stefano Ciurli, Gabriele Meloni
Summary: Essential trace metals play crucial roles in the survival and virulence of bacterial pathogens. Helicobacter pylori requires nickel for colonization and persistence in the stomach, and NixA is an essential nickel transporter in this process. This study characterizes the selectivity and electrogenic nature of NixA-mediated nickel transport.
Article
Chemistry, Multidisciplinary
Tarali Devi, Kuheli Dutta, Jennifer Deutscher, Stefan Mebs, Uwe Kuhlmann, Michael Haumann, Beatrice Cula, Holger Dau, Peter Hildebrandt, Kallol Ray
Summary: This study emphasizes the importance of subtle electronic changes and secondary interactions in the stability of biologically relevant metal-dioxygen intermediates. It also shows that the role of the chloride ligand in stabilizing the Fe-III-(OOBu)-Bu-t moiety can extend to other anions, including the thiolate ligand.
Article
Chemistry, Multidisciplinary
Jacqueline R. Santhouse, Jeremy M. G. Leung, Lillian T. Chong, W. Seth Horne
Summary: By studying the folding kinetics and mechanism of the BdpA sequence, researchers found that altering the backbone connectivity can affect protein folding. This suggests that protein mimetic chains have a significant degree of plasticity in transitioning between unfolded and folded states.
Article
Chemistry, Multidisciplinary
Divanshu Gupta, Ralf Einholz, Holger F. Bettinger
Summary: This study presents the first direct spectroscopic evidence of a cyclic seven-membered iminoborane. Compared to linear amino-iminoboranes, this cyclic iminoborane exhibits weakened bond strength and lower Lewis acidity value. The study suggests that the reduced ring strain of cyclic iminoborane prevents nitrogen fixation but allows facile (2 + 2) cycloaddition reaction with C2H4.
Article
Chemistry, Multidisciplinary
Renny Mathew, Aniruddha Mazumder, Praveen Kumar, Julie Matula, Sharmarke Mohamed, Petr Brazda, Mahesh Hariharan, Brijith Thomas
Summary: This study reveals the packing arrangement of partially disordered nitro-perylenediimide (NO2-PDI) using a synergistic approach that combines 3D ED, ssNMR, and DFT techniques. By overcoming these challenges, this methodology opens up new avenues for material characterization, driving exciting advancements in the field.