Article
Chemistry, Physical
Soumyadeep Chakrabortty, Katharina Konieczny, Bernd H. Mueller, Anke Spannenberg, Paul C. J. Kamer, Johannes G. de Vries
Summary: A new set of hybrid P-stereogenic phosphine-diamidophosphite ligands based on the Betti base backbone has been synthesized and applied in Rh-catalyzed asymmetric hydrogenation and Pd-catalzyed asymmetric allylic substitution reactions. Moderate enantioselectivities up to 74% in allylic substitution and excellent enantioselectivities up to 99% in asymmetric hydrogenation were achieved using these new ligands.
CATALYSIS SCIENCE & TECHNOLOGY
(2022)
Article
Chemistry, Multidisciplinary
Wei Zhao, Wenji Wang, Huan Zhou, Qishan Liu, Zhiqing Ma, Haizhou Huang, Mingxin Chang
Summary: A one-pot asymmetric hydrogenation of pyridines with subsequent N-alkylation using a traceless Bronsted acid activation strategy is reported. The reaction exhibits high stereoselectivity and can be used to synthesize indolizidines and quinolizidines. Experimental and theoretical studies reveal that chloride anion and noncovalent interactions play important roles in determining the stereoselectivity of the reaction.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Zhi Yang, Yu Chen, Linxi Wan, Yuxiao Li, Dan Chen, Jianlin Tao, Pei Tang, Fen-Er Chen
Summary: A highly enantioselective method for the complete hydrogenation of pyrimidinium salts using Ir/(S,S)-f-Binaphane complex as the catalyst was developed. This method provides easy access to fully saturated chiral hexahydropyrimidines, which are prevalent in many bioactive molecules. The reactions exhibit high yields and enantioselectivities under mild reaction conditions without additives. Successful application of this methodology in a continuous flow fashion further extends its practical utility.
Article
Chemistry, Organic
Congcong Yin, Yingmin Pan, Longsheng Zheng, Bijin Lin, Jialin Wen, Xumu Zhang
Summary: Enantioselective hydrogenation of imines via an outer-sphere mechanism was achieved using an iridium tridentate catalyst, resulting in high enantioselectivities and turnover numbers up to 10,000. This method was successfully applied in the synthesis of chiral amines with an alpha-stereocenter, allowing for the preparation of cinacalcet with remarkably high enantioselectivity.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Pep Rojo, Medea Molinari, Albert Cabre, Clara Garcia-Mateos, Antoni Riera, Xavier Verdaguer
Summary: Chiral compounds containing nitrogen heteroatoms are crucial for the chemical, pharmaceutical, and agrochemical industries. In this study, a series of P-stereogenic phosphinooxazoline iridium catalysts were synthesized and successfully used in the asymmetric hydrogenation of N-Boc-2,3-diarylallyl amines, achieving high enantioselectivity. The synthetic utility of the obtained 2,3-diarylpropyl amines was also demonstrated.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Haibo Wu, Hao Su, Erik J. Schulze, Bram B. C. Peters, Mark D. Nolan, Jianping Yang, Thishana Singh, Marten S. G. Ahlquist, Pher G. Andersson
Summary: The study presents a highly efficient desymmetrization of 1,4-dienes through iridium-catalyzed site- and enantioselective hydrogenation, allowing the installation of two adjacent stereogenic centers. High yields and excellent selectivities were achieved for a range of substrates, and the methodology was demonstrated by synthesizing key intermediates of natural products.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Jia-Yin Wang, Guigen Li, Wen-Juan Hao, Bo Jiang
Summary: A new asymmetric catalytic conjugate reduction method has been established for synthesizing enantioenriched cyclobuta[a]-naphthalen-4(2H)-ones using copper-bisphosphine complexes as catalysts, providing excellent regio- and enantioselectivities. This protocol is tolerant to a broad scope of substrates, exhibits high compatibility with various substituents, and offers excellent stereoselectivity.
Article
Chemistry, Applied
Xiaoding Jiang, Bendu Pan, Xu Qian, Hao Liang, Yaqi Zhang, Bin Chen, Xiaobo He, Hoi Shan Chan, Albert S. C. Chan, Liqin Qiu
Summary: In this study, the iridium-catalysed enantioselective intramolecular allylic substitution of pyrimidine-tethered allylic carbonates was developed, leading to the successful construction of a wide range of chiral pyrimidine-fused diazepinone derivatives with high yields and enantiomeric excesses. This work further highlights the power of chiral-bridged biphenyl phosphoramidites in asymmetric synthesis.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Multidisciplinary
Zhaofeng Gao, Jingwen Liu, Haizhou Huang, Huiling Geng, Mingxin Chang
Summary: The research reports on efforts to merge two asymmetric reductive amination reactions into a single-step transformation, utilizing specific catalyst and acid additives to successfully synthesize enantiopure secondary amine products.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Chemistry, Organic
Fang Zhao, Wenjing Ye, Kai Wang
Summary: The study of chiral monophosphorous ligands, especially chiral mono-phosphites ligands and mono-phosphoramidites ligands, has attracted widespread attention since the 21st century. These ligands are widely used in various asymmetric catalytic reactions for their ease of synthesis and excellent stability, activity, and enantioselectivity. The diverse common monodentate phosphonites, phosphites, and phosphoramidites ligands and their applications in asymmetric hydrogenations have made significant progress over the past two decades.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
Roman I. Nekrasov, Tat'yana A. Peganova, Ivan V. Fedyanin, Evgenii I. Gutsul, Oleg A. Filippov, Natalia V. Belkova, Alexander M. Kalsin
Summary: A series of pentamethylcyclopentadienyl rhodium complexes were synthesized and characterized, and some complexes were found to have low stability and high nucleophilicity and reactivity.
INORGANIC CHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Bram B. C. Peters, Jia Zheng, Norman Birke, Thishana Singh, Pher G. Andersson
Summary: The authors developed a general iridium-catalyzed enantioconvergent hydrogenation method for a broad range of functionalized trisubstituted olefins. This method allows for efficient introduction of chirality into non-chiral substrates. The significance of this method lies in its ability to hydrogenate both isomerically pure alkenes and mixtures to yield the same major enantiomer in excellent enantiomeric excess, which is unusual in transition-metal catalyzed asymmetric hydrogenations.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Zi-Biao Zhao, Jie Wang, Zhou-Hao Zhu, Mu-Wang Chen, Yong-Gui Zhou
Summary: A biomimetic asymmetric reduction method for 2-functionalized quinolines using the chiral and regenerable NAD(P)H model CYNAM has been successfully developed, providing chiral 2-functionalized tetrahydroquinolines with up to 99% ee. By utilizing this method as a key step, a chiral and potent opioid analgesic containing a 1,2,3,4-tetrahydroquinoline motif was synthesized with high overall yield.
Article
Chemistry, Inorganic & Nuclear
Amit Kumar, Chelsea G. Comadoll, Daniel S. King, Allen G. Oliver, Victor W. Day, James D. Blakemore
Summary: The synthesis of heterobimetallic complexes utilizing organometallic [Cp*M] fragments on the diimine-dioximato platform has been successfully demonstrated. The coordination of Rh(III) and Ir(III) centers by the nascent dioximato site allows for the installation of [Cp*M] fragments into metallomacrocycles, resulting in subtle influences on the properties of each metal in close proximity. Spectroscopic and electrochemical studies confirm the moderate M'·M distances in the modular compounds, highlighting the potential for further exploration in this synthetic chemistry.
INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Ryoichi Kanega, Naoya Onishi, Shinji Tanaka, Haruo Kishimoto, Yuichiro Himeda
Summary: A novel approach using multinuclear iridium complexes for catalytic hydrogenation of CO2 to methanol in the gas-solid phase was reported. The combination of a multinuclear catalyst and gas-solid phase reaction conditions led to effective production of methanol. The catalyst showed high reactivity, with a final turnover number of 113 under specific conditions.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Inorganic & Nuclear
Marina V. Sokolovskaya, Sergey E. Lyubimov, Igor S. Mikhel, Kirill P. Birin, Vadim A. Davankov
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2018)
Article
Chemistry, Inorganic & Nuclear
Lubov V. Snegur, Maria V. Lyapunova, Daria D. Verina, Vadim V. Kachala, Alexander A. Korlyukov, Mikhail M. Ilyin, Vadim A. Davankov, Larissa A. Ostrovskaya, Natalia V. Bluchterova, Margarita M. Fomina, Victor S. Malkov, Kseniya V. Nevskaya, Alexandra G. Pershina, Alexander A. Simenel
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2018)
Article
Chemistry, Analytical
Alekxander Popov, Zinaida K. Blinnikova, Maria P. Tsyurupa, Vadim A. Davankov
JOURNAL OF SEPARATION SCIENCE
(2018)
Article
Polymer Science
Z. K. Blinnikova, I. R. Golding, M. P. Tsyurupa, A. A. Fomkin, A. L. Pulin, V. A. Davankov
POLYMER SCIENCE SERIES B
(2018)
Article
Chemistry, Multidisciplinary
M. V. Sokolovskaya, S. E. Lyubimov, I. S. Mikhel, K. P. Birin, V. A. Davankov
RUSSIAN CHEMICAL BULLETIN
(2018)
Article
Materials Science, Multidisciplinary
A. S. Dubenskiy, E. D. Yakurnova, I. F. Seregina, L. A. Pavlova, M. P. Tsyurupa, V. A. Davankov, M. A. Bol'shov
INORGANIC MATERIALS
(2018)
Article
Chemistry, Analytical
Alexander Y. Popov, Zinaida K. Blinnikova, Maria P. Tsyurupa, Vadim A. Davankov
JOURNAL OF SEPARATION SCIENCE
(2019)
Article
Chemistry, Physical
A. S. Morozov, I. Bessonov, V. A. Davankov
RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY A
(2019)
Article
Chemistry, Multidisciplinary
S. E. Lyubimov, L. A. Pavlova, M. V. Sokolovskaya, A. A. Korlyukov, V. A. Davankov
RUSSIAN CHEMICAL BULLETIN
(2019)
Article
Chemistry, Multidisciplinary
S. E. Lyubimov, M. V. Sokolovskaya, B. Chowdhury, A. V. Arzumanyan, R. S. Tukhvatshin, L. F. Ibragimova, A. A. Tyutyunov, V. A. Davankov, A. M. Muzafarov
RUSSIAN CHEMICAL BULLETIN
(2019)
Review
Chemistry, Analytical
L. A. Kartsova, D. V. Makeeva, V. A. Davankov
TRAC-TRENDS IN ANALYTICAL CHEMISTRY
(2019)
Article
Chemistry, Analytical
Alexander S. Dubenskiy, Ekaterina D. Yakurnova, Yulia A. Krasilnikova, Irina F. Seregina, Lyudmila A. Pavlova, Vadim A. Davankov, Mikhail A. Bolshov
ANALYTICAL LETTERS
(2020)
Article
Chemistry, Physical
Sergey E. Lyubimov, Anastasia A. Zvinchuk, Marina Sokolovskaya, Vadim A. Davankov, Biswajit Chowdhury, Pavel Zhemchugov, Ashot Arzumanyan
APPLIED CATALYSIS A-GENERAL
(2020)
Article
Chemistry, Multidisciplinary
Sergey E. Lyubimov, Marina V. Sokolovskaya, Alexander A. Korlyukov, Oleg P. Parenago, Vadim A. Davankov
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY
(2020)
Article
Polymer Science
A. Yu. Popov, Z. K. Blinnikova, M. P. Tsyurupa, V. A. Davankov
POLYMER SCIENCE SERIES B
(2018)
