Article
Chemistry, Multidisciplinary
Daven Foster, Pengchao Gao, Ziyun Zhang, Gellert Sipos, Alexandre N. Sobolev, Gareth Nealon, Laura Falivene, Luigi Cavallo, Reto Dorta
Summary: Chiral, cationic NHC-iridium complexes have been introduced as catalysts for the intramolecular hydroamination reaction of unactivated aminoalkenes, showing high activity and selectivity. By eliminating a major deactivation pathway, the efficiency of the reaction is improved. Through experimental and computational studies, valuable insights into the reaction mechanism have been gained.
Article
Chemistry, Physical
Lu Ouyang, Yuqiu Liang, Sen Wang, Rui Miao, Jianhua Liao, Zhanhui Yang, Renshi Luo
Summary: Here, we report an efficient one-pot iridium-catalyzed reductive hydroamination of terminal alkynes with amines, which allows for the formation of complex aliphatic amines. This transformation not only employs inexpensive and easily accessible HCO2H as the reducing agent, but also utilizes water as the reaction media, aligning with the principles of green and sustainable chemistry.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Zengzeng Li, Fei Lu, Qingchun Xu, Gang Liu, Ximei Zhao, Guanghui Wang
Summary: A stereoselective copper-catalyzed cascade reaction has been developed for the synthesis of N-vinylsilylindoles with good to excellent yields and perfect stereoselectivity. This ligand-free and cost-effective catalytic system shows potential synthetic applicability as demonstrated by large-scale experiments and downstream synthetic transformations.
Article
Chemistry, Physical
An T. Ho, Seth C. Ensign, Evan P. Vanable, David Portillo, Jenna N. Humke, Gregory D. Kortman, Kami L. Hull
Summary: The Ir-catalyzed regioselective hydroamination of allyl amines and the catalyst-controlled regiodivergent hydroamination of homoallylic amines with aniline nucleophiles have been reported. These reactions can selectively synthesize diamines at different positions, and exhibit good reaction yields.
Article
Chemistry, Organic
Pinaki Nad, Anil Kumar Behera, Anik Sen, Arup Mukherjee
Summary: In this study, a simple strategy for the N-alkylation of 2-aminopyridines with 1,2-diketones using BF3 center dot OEt2 as a catalyst was reported. The reaction proceeds under aerobic conditions, leading to the formation of a diverse range of substituted secondary amines in good to excellent yields. Mechanistic investigation using spectroscopic techniques and computational study revealed the formation of an iminium-keto intermediate with the liberation of CO2.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Xiang Gao, Tian-Jiao Han, Bei-Bei Li, Xiao-Xiao Hou, Yuan-Zhao Hua, Shi-Kun Jia, Xiao Xiao, Min-Can Wang, Donghui Wei, Guang-Jian Mei
Summary: The chiral phosphoric acid-catalyzed divergent intermolecular CADA reactions of common phenols with azoalkenes have been reported, which can efficiently synthesize tetrahydroindolone and cyclohexadienone products with an all-carbon quaternary stereogenic center in good yields.
NATURE COMMUNICATIONS
(2023)
Article
Multidisciplinary Sciences
Ahreum Kim, Chanhee Lee, Jayoung Song, Sang Kook Lee, Yongseok Kwon
Summary: In this study, a flexible platform for chiral phosphoric acid-catalyzed atroposelective dynamic kinetic resolution was reported using o-amidobiaryl as the substrate. The platform demonstrated excellent enantioselectivity control over substrates with different aromatic ring positions when reacted with ketomalonate in the presence of chiral phosphoric acid. Computational investigation highlighted the importance of the NH group in determining the enantioselectivity. Furthermore, the scaffold showed good efficacy in antiproliferative effects.
NATURE COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Efrey A. Noten, Rory C. McAtee, Corey R. J. Stephenson
Summary: This research discloses an intramolecular reaction that utilizes a nitrogen radical to form a C-N bond and repurposes the nitrogen atom's activating group to form a C-C bond, enabling the efficient synthesis of arylethylamines. The protocol utilizes photoredox catalysis under mild conditions.
Article
Chemistry, Organic
Saho Uenishi, Rina Kakigi, Kumiko Hideshima, Akari Miyawaki, Junpei Matsuoka, Tokutaro Ogata, Kiyoshi Tomioka, Yasutomo Yamamoto
Summary: Asymmetric total synthesis of (-)-javaberine A and its epimer was successfully achieved using two methods, including asymmetric hydroamination of N-methyl-2-(2-styrylaryl)ethylamine and Bischler-Napieralski cyclization. The target compounds were obtained through multi-step reactions, providing the antipode and C14-epimer of natural javaberine A.
Article
Chemistry, Multidisciplinary
Naroa Almenara, Maria A. Garralda, Xabier Lopez, Jon M. Matxain, Zoraida Freixa, Miguel A. Huertos
Summary: An unprecedented quantum tunneling effect has been observed in catalytic Si-H bond activations at room temperature. Both experimental and computational studies showed that quantum tunneling plays a crucial role in the catalytic process, affecting the activation energy and reaction rate significantly.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Biochemistry & Molecular Biology
Rsuini U. Gutierrez, Mayra Hernandez-Montes, Aaron Mendieta-Moctezuma, Francisco Delgado, Joaquin Tamariz
Summary: The efficient synthesis of ketimines and 2-substituted indoles was achieved through regioselective Hg(I)-catalyzed hydroamination and Pd(II)-catalyzed cyclization. Additionally, a one-pot, two-step process using arylacetylenes proved to be more effective in generating the desired products.
Article
Chemistry, Applied
Leandro Duarte de Almeida, Florian Bourriquen, Kathrin Junge, Matthias Beller
Summary: Several manganese-PNP pincer catalysts were used in the formal hydroamination of allylic alcohols to selectively obtain gamma-amino alcohols in high yields under mild conditions.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Kadiyala Sagar, Tapas R. Pradhan, Abdikani Omar Farah, Henry R. Wise, Bhailal C. Merja, Malempati Srimannarayana, Paul Ha-Yeon Cheong, Jin Kyoon Park
Summary: The assistance of 1,1,1,3,3,3-hexafluoro-2-propanol enables the metal-free synthesis of 1,3-diamines via regioselective intermolecular interception of amines. N-chemoselectivity and regioselectivity are achieved for a wide range of substrates. Mechanistic studies and computational calculations provide insights into the reaction pathway and selectivity control.
Article
Chemistry, Organic
Qian-Kun Zhao, Xiong Wu, Fan Yang, Pu-Cha Yan, Jian-Hua Xie, Qi-Lin Zhou
Summary: A protocol for iridium-catalyzed asymmetric hydrogenation of 4-alkyl substituted 3-ethoxycarbonyl quinolin-2-ones and coumarins has been reported, providing a wide range of chiral dihydroquinolin-2-ones and dihydrocoumarins with high yields and excellent enantioselectivities. This efficient protocol was successfully applied for the synthesis of MPR3160 and the key chiral intermediate of R-106578.
Article
Chemistry, Inorganic & Nuclear
Indrek Pernik, Antonin Desmecht, Barbara A. Messerle, Sophie Hermans, Olivier Riant
Summary: This report discusses the synthesis of a carbon nanotube-bound dendrimer and three carbon nanotube-bound monometallic complexes for use as catalysts. The dendrimeric species showed significantly higher relative weight percentage of iridium, and the formed catalysts demonstrated good catalytic activity and practicality in two different intramolecular hydroamination reactions.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
Chandan Kr Barik, Rakesh Ganguly, Yongxin Li, Weng Kee Leong
INORGANIC CHEMISTRY
(2018)
Article
Chemistry, Inorganic & Nuclear
Ying-Zhou Li, Rakesh Ganguly, Deborah Roshni Rajaratnam, Weng Kee Leong
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2018)
Article
Chemistry, Inorganic & Nuclear
Chandan Kr Barik, Rakesh Ganguly, Yongxin Li, Cedric Przybylski, Michele Salmain, Weng Kee Leong
INORGANIC CHEMISTRY
(2018)
Article
Chemistry, Inorganic & Nuclear
Elumalai Kumaran, Weng Kee Leong
JOURNAL OF CLUSTER SCIENCE
(2019)
Article
Chemistry, Inorganic & Nuclear
Yu Liu, Rakesh Ganguly, Han Vinh Huynh, Weng Kee Leong
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2019)
Article
Chemistry, Inorganic & Nuclear
Chandan Kr Barik, Malcolm E. Tessensohn, Richard D. Webster, Weng Kee Leong
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2019)
Article
Chemistry, Inorganic & Nuclear
Chandan Kr Barik, Rakesh Ganguly, Yongxin Li, Weng Kee Leong
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2019)
Article
Chemistry, Medicinal
Wei Xiang Koh, Lucia Coppo, Arne Holmgren, Jia Wen Kong, Weng Kee Leong
CHEMICAL RESEARCH IN TOXICOLOGY
(2020)
Article
Chemistry, Inorganic & Nuclear
Chandan Kr Barik, Rakesh Ganguly, Yongxin Li, Samya Samanta, Weng Kee Leong
Summary: The dianionic cluster [Os-10(mu(6)-C)(CO)(24)](2-) reacts with excess SbX(3) or p-tolylSbX(2) to form the monoanionic clusters [Os-10{mu(4)-Sb(p-tolyl)(n)X2-n}(mu(6)-C)(CO)(24)](-) via insertion into an Os-Os bond. Further insertion occurs when they are reacted further with excess iodine. The chemistry and structure of these clusters can be understood in terms of the isolobal analogy between [Sb(p-tolyl)(n)X2-n)](+) and I+.
JOURNAL OF CLUSTER SCIENCE
(2021)
Article
Chemistry, Inorganic & Nuclear
Joey Jia Ying Lee, Weng Kee Leong
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2020)
Article
Chemistry, Multidisciplinary
Chandan Kr Barik, Xian Qi Chan, Han Vinh Huynh, Yongxin Li, Rakesh Ganguly, Weng Kee Leong
Article
Chemistry, Inorganic & Nuclear
Ren Kai Edward Neo, Han Wee Ong, Zhen Xuan Wong, Elumalai Kumaran, Rakesh Ganguly, Weng Kee Leong, Yong Leng Kelvin Tan
Summary: Thermal activation of Ru-4(mu-H)(4)(CO)(12) results in the formation of substitution products 2a and 2b with diphenylvinylphosphine ligands terminally bound to ruthenium centers. The clusters retain their structural integrity at elevated temperatures and maintain the D2d symmetry of the parent cluster 1.
JOURNAL OF CLUSTER SCIENCE
(2022)
Article
Chemistry, Multidisciplinary
Jia Wen Kong, Zhiyong Lam, Kiat Hwa Chan, Rakesh Ganguly, Jia-Ying Joey Lee, Lit-Hsin Loo, Richard D. Webster, Zhen Xuan Wong, Weng Kee Leong
Summary: A series of metal carbonyl cluster-boronic acid conjugates of group VIII metals were synthesized and tested for their antiproliferative effects on breast cancer cell lines. Osmium species showed the highest cytotoxicity against breast cancer cells among the tested metals.
Article
Chemistry, Inorganic & Nuclear
Wei Xiang Koh, Jia Li Fong, Ping Xuan Goh, Andrea Paris Gomez, Zhen Xuan Wong, Weng Kee Leong
Summary: This study found that the respective organometallic complexes can react with diphenyl dichalcogenides under visible light irradiation, resulting in the photocleavage of the metal-metal bond. The measurements of reaction rates indicate a preference of the organoruthenium radical for sulfur and the organomolybdenum radical for selenium.
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Ying-Zhou Li, Weng Kee Leong
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)
