Article
Multidisciplinary Sciences
Owen Smith, Mihai V. Popescu, Madeleine J. Hindson, Robert S. Paton, Jonathan W. Burton, Martin D. Smith
Summary: This paper reports the design, synthesis and characterization of a helically chiral triaryloxonium ion that functions as a determinant of configuration. It is the only example of a chiral non-racemic and configurationally stable molecule in which the oxygen atom is the sole stereogenic centre.
Article
Chemistry, Multidisciplinary
Emi Ito, Shinjiro Takano, Toshikazu Nakamura, Tatsuya Tsukuda
Summary: Targeted syntheses of MM ' Au-36(PET)(24) were achieved through hydride-mediated fusion reactions, resulting in bi-icosahedral MM ' Au-21 cores composed of M@Au-12 and M '@Au-12 superatoms. Counterintuitive results were explained by a bent bonding model based on tilted bonding interaction between the superatomic orbitals.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Wei W. Chen, Margalida Artigues, Merce Font-Bardia, Ana B. Cuenca, Alexandr Shafir
Summary: In this study, novel design principles for the synthesis of cyclic compounds with two hypervalent halogens are presented. The smallest bis-phenylene derivative was prepared through oxidative dimerization of a precursor, and cycles containing two different halogen atoms were formed for the first time. The structures of these bis-halogen rings were analyzed using X-ray analysis. Furthermore, the interaction of the phenylene- and naphthalene-based bis-iodine(III) dications with a new family of rigid bidentate bis-pyridine ligands was explored.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Organic
Bence Varga, Daniella Vincze, Hajnalka Peto, Levente Buna, Janos Paulo, Tamas Holczbauer, Bela Matravolgyi, Laszlo Hegedus, Elemer Fogassy, Gyorgy Keglevich, Peter Bagi
Summary: An efficient method for enantioseparation was developed and optimized, resulting in the preparation of a library of racemic H-phosphinates with high enantiomeric excess. Diastereomeric intermediates and enantiomeric recognition factors were investigated, and stereospecific transformations were achieved. Additionally, two P-stereogenic Brønsted acids were prepared and evaluated for their applicability as chiral NMR solvating agents.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Multidisciplinary
Yusha Yang, Yang Li, Chaoran Luan, Nelson Rowell, Shanling Wang, Chunchun Zhang, Wen Huang, Xiaoqin Chen, Kui Yu
Summary: This study addresses the rarely studied transformation in colloidal ternary magic-size clusters (MSCs) and reports the observation of the transformation from ternary CdTeSe MSC-399 to MSC-422 at room temperature. It provides an in-depth understanding of the formation characteristics of the MSCs.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Karel Skoch, Constantin G. Daniliuc, Marcel Mueller, Stefan Grimme, Gerald Kehr, Gerhard Erker
Summary: The P-stereogenic bis(phosphanes) 7 and 9 exhibit low barriers of stereochemical inversion at phosphorus, likely due to pi-conjugative effects. Reaction of compound 7 with B(C6F5)3 forms the nine-membered heterocyclic product 10, featuring a [P] C=C B(C6F5)3 substituent. Compound 7 is converted into the zwitterionic P(H)(Mes) CH=CH B(C6F5)3-containing product 16.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Physical
Siqiang Fang, Zanjiao Liu, Hongkui Zhang, Jianke Pan, Yuan Chen, Xiaoyu Ren, Tianli Wang
Summary: The study presents an efficient and practical protocol for the direct enantioenrichment of free N-H sulfoximines. The method shows broad tolerability in desymmetrization and can easily be transformed into other classes of active sulfur-stereogenic compounds. Insights from mechanistic studies suggest a desymmetrization/KR synergic process with hydrogen-bonding interactions playing a key role in successful stereocontrol.
Article
Chemistry, Organic
Kai-Xiang Feng, Cheng-Ke Tang, Qiao-Yu Shen, Ai-Bao Xia, Li-Sha Huang, Zhan-Yu Zhou, Xing Zhang, Xiao-Hua Du, Dan-Qian Xu
Summary: The catalytic diastereo- and enantioselective syntheses of C-2-symmetric axially chiral 1,4-dicarbonyl derivatives with 2,3-quaternary stereocenters were successfully achieved utilizing an organo-/iodine binary catalytic strategy. The reactions proceeded well under mild conditions without metals or strong bases.
Article
Chemistry, Multidisciplinary
Chaoran Luan, Qiu Shen, Nelson Rowell, Meng Zhang, Xiaoqin Chen, Wen Huang, Kui Yu
Summary: This study challenges the assumption that transformations of colloidal semiconductor magic-size clusters (MSCs) occur with only discrete, step-wise redshifts in optical absorption. With conclusive evidence provided by real-time experiments, it is revealed that the transformations can exhibit continuous and/or step-wise behavior, with some transformations following others. The findings encourage a reconsideration of absorption redshift in previous studies of binary II-VI MSCs transformations without an increase in cluster mass.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Applied
Ruslan A. Kovalevsky, Konstantin V. Vasechkin, Alexander S. Kucherenko, Sergei G. Zlotin
Summary: A direct enantioselective synthesis of 2-substituted chromen-4-ones with an amino group at the α-stereogenic center of the heterocycle has been developed. This method is based on Mannich-type asymmetric addition of 3-hydroxychromen-4-one and its analogues to N-protected imines in the presence of the alkaloid dihydrocuprein. α-Stereogenic chromenone amino derivatives were obtained in yields of 81-95% with up to 98% ee. The chiral adducts were then transformed into various enantiomerically enriched chromen-4-one functional derivatives.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Organic
Bo Yang, Xingfa Tan, Yicong Ge, Yingzi Li, Chuan He
Summary: In this study, an efficient one-pot strategy for the stereodivergent asymmetric synthesis of various P-atropisomeric Si-stereogenic monohydrosilanes with excellent stereoselectivity was developed. This method provides an effective platform for the synthesis of enantioenriched phosphine-based silicon-stereogenic monohydrosilanes, which could have potential applications in asymmetric catalysis.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Organic
Bo Yang, Xingfa Tan, Yicong Ge, Yingzi Li, Chuan He
Summary: Silicon-stereogenic monohydrosilanes have broad applications, but their combination with phosphines is rare. In this study, an efficient one-pot strategy was developed for the asymmetric synthesis of P-atropisomeric Si-stereogenic monohydrosilanes, which have potential applications in asymmetric catalysis.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Irina I. Fedorova, Natalia S. Soldatova, Daniil M. Ivanov, Ksenia Nikiforova, Irina S. Aliyarova, Mekhman S. Yusubov, Peter M. Tolstoy, Rosa M. Gomila, Antonio Frontera, Vadim Yu. Kukushkin, Pavel S. Postnikov, Giuseppe Resnati
Summary: This study reports the planarity of the benzothienoiodolium cation and the preorganization it provides for the hydrogen, halogen, and chalcogen bonds formed by the phenyl hydrogen, iodolium iodine, and thienyl sulfur. Crystallographic analysis reveals the coupling of these bonds to a single anion, coordinated via the supramolecular and heteroditopic synthon XB/HB or XB/ChB. The interactions of these synthons act synergistically and result in unusually short chalcogen bonds formed by the thienyl sulfur.
CRYSTAL GROWTH & DESIGN
(2023)
Article
Chemistry, Inorganic & Nuclear
Jakub Hyvl
Summary: The hypervalent bonding in organobismuth complexes, characterized by three-center, four-electron bonds, has been extensively studied for its influence on molecular geometry, dynamic behavior, and ligand stabilization ability. This research explores the effects of hypervalent bonding on reactivity, catalytic activity, redox processes, and its potential applications in biosciences, materials science, and small molecule activation. Hypervalent bonding in organobismuth complexes has been demonstrated to activate chemical bonds and modify electron configurations, facilitating synthesis, catalysis, materials, and other applications.
DALTON TRANSACTIONS
(2023)
Review
Chemistry, Inorganic & Nuclear
Jakub Hyvl
Summary: This work explores the effects of hypervalent bonding in organobismuth complexes on reactivity, catalytic activity, redox processes, and its potential applications in biosciences, materials science, and small molecule activation.
DALTON TRANSACTIONS
(2023)
Article
Biochemical Research Methods
Jun Young Park, Jeongmin Son, Mijin Yun, Simon M. Ametamey, Joong-Hyun Chun
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS
(2018)
Article
Chemistry, Organic
Young-Do Kwon, Jeongmin Son, Mijin Yun, Joong-Hyun Chun
TETRAHEDRON LETTERS
(2018)
Article
Chemistry, Multidisciplinary
Joong-Hyun Chun, Cheryl L. Morse, Frederick T. Chinz, Victor W. Pike
CHEMICAL COMMUNICATIONS
(2013)
Article
Chemistry, Organic
Joong-Hyun Chun, Victor W. Pike
ORGANIC & BIOMOLECULAR CHEMISTRY
(2013)
Article
Chemistry, Organic
Joong-Hyun Chun, Sanjay Telu, Shuiyu Lu, Victor W. Pike
ORGANIC & BIOMOLECULAR CHEMISTRY
(2013)
Article
Chemistry, Organic
Young-Do Kwon, Jeongmin Son, Joong-Hyun Chun
Article
Chemistry, Organic
Young-Do Kwon, Jeongmin Son, Joong-Hyun Chun
JOURNAL OF ORGANIC CHEMISTRY
(2019)
Article
Radiology, Nuclear Medicine & Medical Imaging
Dongwoo Kim, Joong-Hyun Chun, Se Hoon Kim, Ju Hyung Moon, Seok-Gu Kang, Jong Hee Chang, Mijin Yun
EUROPEAN JOURNAL OF NUCLEAR MEDICINE AND MOLECULAR IMAGING
(2019)
Article
Chemistry, Organic
Young-Do Kwon, Min Ho Jeon, Nam Kyu Park, Jeong Kon Seo, Jeongmin Son, Young Hoon Ryu, Sung You Hong, Joong-Hyun Chun
Article
Chemistry, Organic
Min Ho Jeon, Young-Do Kwon, Min Pyeong Kim, Gianluca Bartolini Torres, Jeong Kon Seo, Jeongmin Son, Young Hoon Ryu, Sung You Hong, Joong-Hyun Chun
Summary: The study presents a successful synthesis of various sulfamoyl [F-18]fluorides using an F-18/F-19 isotopic exchange approach, improving synthetic efficiency with radiochemical yields up to 97%. This late-stage labeling protocol offers an efficient route to diversify the chemical library possessing sulfamoyl functionalities by incorporating nucleophilic F-18 within nitrogen-containing sulfur(VI) frameworks.
Article
Multidisciplinary Sciences
Jae Bin Lee, Gun Ha Kim, Ji Hwan Jeon, Seo Yeong Jeong, Soochan Lee, Jaehyun Park, Doyoung Lee, Youngkook Kwon, Jeong Kon Seo, Joong-Hyun Chun, Seok Ju Kang, Wonyoung Choe, Jan-Uwe Rohde, Sung You Hong
Summary: The authors present a transition-metal-free, radical relay pi-extension approach to produce N-doped polycyclic aromatic compounds directly from simple azines and cyclic iodonium salts. This method offers a solution to the limitation of low reactivity in unactivated azines.
NATURE COMMUNICATIONS
(2022)
Article
Radiology, Nuclear Medicine & Medical Imaging
Dongwoo Kim, Joong Hyun Chun, Ju Hyeon Yi, Hae Young Ko, Jee-In Chung, Misu Lee, Yongmin Mason Park, Min-Ho Nam, Jisu Kim, Seon Yoo Kim, Youngjoo Park, Ju Hyung Moon, Seok-Gu Kang, Jong Hee Chang, C. Justin Lee, Se Hoon Kim, Mijin Yun
Summary: C-11-ACE PET/CT is an imaging biomarker that can characterize reactive astrogliosis in different types of gliomas. High C-11-ACE uptake is associated with high-grade IDH1-wt tumors, allowing differentiation from high-grade IDH1-mt and low-grade gliomas. Low C-11-ACE uptake in ODs is advantageous in overcoming the limitations of radiolabeled amino acid tracers.
CLINICAL NUCLEAR MEDICINE
(2022)
Article
Medicine, Research & Experimental
Su Bin Kim, In Ho Song, Seon Yoo Kim, Hae Young Ko, Hee Seup Kil, Dae Yoon Chi, Frederik L. Giesel, Klaus Kopka, Alexander Hoepping, Joong-Hyun Chun, Hyun Soo Park, Mijin Yun, Sang Eun Kim
Summary: Several radiolabeled PSMA-targeted agents have been developed for detecting prostate cancer and targeted radionuclide therapy. This study characterized the pharmacokinetics and radiation dose of [18F]PSMA-1007 in prostate tumor-bearing mice. The kidney showed the highest accumulation of [18F]PSMA-1007, and the concentration in the tumor reached its peak at 112 min after injection. Treatment with a PSMA inhibitor significantly decreased [18F]PSMA-1007 uptake in the tumor.
MOLECULAR PHARMACEUTICS
(2022)
Article
Chemistry, Organic
Min Pyeong Kim, Hojin Cho, Swatilekha Kayal, Min Ho Jeon, Jeong Kon Seo, Jeongmin Son, Jinsil Jeong, Sung You Hong, Joong-Hyun Chun
Summary: We describe a direct radiofluorosulfurylation method that synthesizes 18F-labeled fluorosulfuryl derivatives from phenols and amines using an [18F]FSO2+ transfer agent generated in situ. Nucleophilic radiofluorination can be achieved even in a hydrous organic medium, eliminating the need for azeotropic drying and the use of cryptands. This unprecedented and operationally simple isotopic functionalization enables the reliable production of potential radiotracers for positron emission tomography, providing easy access to SuFEx radiochemistry.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Yong-Sok Lee, Joong-Hyun Chun, Milan Hodoscek, Victor W. Pike
CHEMISTRY-A EUROPEAN JOURNAL
(2017)