Article
Chemistry, Inorganic & Nuclear
Sebastien G. Guillet, Ishfaq Ibni Hashim, Marek Belis, Kristof Van Hecke, Catherine S. J. Cazin, Steven. P. Nolan
Summary: A simple synthetic method for synthesizing various [Rh(acac)(CO)(NHC)] complexes is presented. In situ infrared monitoring provides valuable information on the reaction mechanism, including the identification of a crucial intermediate. Understanding the reaction mechanism has led to the discovery of novel pathways to commonly used congeners.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2023)
Review
Biochemistry & Molecular Biology
Vincent Ritleng, Christophe Michon
Summary: This review focuses on the application of ruthenium complexes with bidentate donor-functionalized N-heterocyclic carbene ligands in catalyzing hydrogen transfer reactions, and discusses the effects of different donor atoms and carbene ligands on the transfer hydrogenation reactions. This research is important for improving the efficiency and selectivity of catalytic hydrogen transfer reactions.
Article
Chemistry, Organic
Killari Satyam, Jakkula Ramarao, Surisetti Suresh
Summary: The NHC-catalyzed intramolecular benzoin condensation-oxidation allows for the expedient synthesis of diverse cyclic 1,2-diketones incorporated in dibenzo-fused seven-membered heterocycles in good to excellent yields under ambient conditions. The transformation appears to proceed through the benzoin intermediate followed by aerobic oxidation.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
Mohammad Kaikhosravi, Alexander D. Boeth, Michael J. Sauer, Robert M. Reich, Fritz E. Kuehn
Summary: The heterobimetallic N-heterocyclic dicarbene (NHDC) rhodium ruthenium complex was synthesized via transmetallation and tested as a catalyst in the transfer hydrogenation reaction of acetophenone. The complex exhibited high turnover frequency and good catalytic performance.
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Chang He, Jun Liang, Yu-Huang Zou, Jun-Dong Yi, Yuan-Biao Huang, Rong Cao
Summary: This study presents a general and facile approach to prepare MOFs with covalently linked active M-NHC single-site catalysts. The obtained catalysts show excellent catalytic activity and stability in Suzuki reactions and hydrogen transfer reactions.
NATIONAL SCIENCE REVIEW
(2022)
Article
Chemistry, Multidisciplinary
Niklas F. Both, Anke Spannenberg, Haijun Jiao, Kathrin Junge, Matthias Beller
Summary: The use of bis(NHC) manganese(I) complexes 3 as catalysts for the hydrogenation of esters was investigated. Various aromatic and aliphatic esters were successfully hydrogenated at mild temperatures and low catalyst loadings using complexes 3 with KHBEt3 as additive, highlighting the efficiency of the novel catalytic system. Additionally, the versatility of the developed catalytic system was demonstrated by the hydrogenation of other substrate classes like ketones, nitriles, N-heteroarenes, and alkenes.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Inorganic & Nuclear
Sebastien G. Guillet, Gianmarco Pisano, Soumyadeep Chakrabortty, Bernd H. Mueller, Johannes G. de Vries, Paul C. J. Kamer, Catherine S. J. Cazin, Steven P. Nolan
Summary: An operationally simple and eco-friendly synthetic protocol for [Rh(acac)(CO)(NHC)] complexes is described, with insights into the mechanism provided through operando spectroscopy. The spectroscopic fingerprints of these complexes are correlated to NHCs' electron-donating descriptor values, highlighting a new strategy to evaluate carbenes' electronic properties. An assessment of these complexes in catalytic applications shows promising results in the catalytic hydrogenation of aromatic ketones.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Physical
Ricardo J. Alves, Laize Zaramello, Elvis N. Nishida, Frank H. Quina, Bruno S. Souza
Summary: In this study, we investigated the transient formation of N-heterocyclic carbenes (NHCs) in zwitterionic imidazolium sulfonate surfactants in a water environment. The formation of NHCs was accelerated above the critical micelle concentration, due to increased local concentration of hydroxide or deuteroxide ions. The rate of NHC formation could be controlled by the anions of added salts, which also affected the selectivity of anion binding to the micelle surface. The NHCs generated at the micelle surface promoted the selective oxidation of 4-nitrobenzaldehyde, demonstrating the importance of micellar microenvironment in controlling reactivity and selectivity in aqueous media.
JOURNAL OF MOLECULAR LIQUIDS
(2023)
Article
Chemistry, Multidisciplinary
Ashmita Singh, A. K. Narula
Summary: A facile method for the amidation of aldehydes by a cascade approach has been developed using NHC as the catalyst and NHS as the mediator. The method utilizes TBHP as the oxidant. Various substituted aldehydes reacted smoothly with NHS to form active esters, which were easily converted into amides. The drug moclobemide was successfully synthesized using this methodology to demonstrate its practical utility.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
Rita Lopes, Alvaro Raya-Baron, M. Paula Robalo, Carolina Vinagreiro, Sonia Barroso, Maria J. Romao, Ignacio Fernandez, Mariette M. Pereira, Beatriz Royo
Summary: Two piano-stool iron(II) complexes with N-heterocyclic carbene ligands were synthesized and studied for their catalytic activity in the transfer hydrogenation of ketones. Complex 3 exhibited the highest catalytic activity among the series, with a TOF(50) value of 533 h(-1). A new species 3' containing a deprotonated amidate moiety was identified through NMR monitoring, and a green protocol for ketone reduction using glycerol as a hydrogen source and microwave irradiation with catalytic amounts of complex 3 and base was developed.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Yunquan Man, Xiaojun Zeng, Bo Xu
Summary: We have developed an efficient N-heterocyclic carbene (NHC)-catalyzed thioesterification of aldehydes using N-thiosuccinimides as the thiolation reagent. This method allows easy access to highly functionalized thioesters and demonstrates good chemical yields and functional group tolerance.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Ichraf Slimani, Serap Sahin-Bolukbasi, Mustafa Ulu, Enes Evren, Nevin Gurbuz, Ilknur Ozdemir, Naceur Hamdi, Ismail Ozdemir
Summary: A series of rhodium(i) complexes with N-heterocyclic carbene ligands showed high in vitro cytotoxic activity against human cancer cells, with complex 2b exhibiting the most selective cytotoxic activity. These complexes demonstrated greater cytotoxicity against cancer cells compared to established anticancer agents cisplatin and 5-fluorouracil.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Applied
Lakshmikanta Maity, Sahadev Barik, Raju Biswas, Ramalingam Natarajan, Joydev Dinda
Summary: In this study, the synthesis, structures, luminescent properties, and electrochemistry of gold(III)-N-heterocyclic carbene (NHC) complexes with 2,2'-bipyridine (bpy) or 1,10'-phenanthroline (phen) were investigated. The presence of NHC significantly enhanced the emission properties of the complexes.
APPLIED ORGANOMETALLIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Chad M. Bernier, Joseph S. Merola
Summary: A series of chiral complexes were synthesized and screened for asymmetric transfer hydrogenation of ketones, achieving high enantioselectivity with the Ir(IMe)(2)(l-Pro)(H)(I) catalyst. This catalyst asymmetrically reduces a range of acetophenone derivatives with up to 95% enantiomeric excess.
Article
Chemistry, Inorganic & Nuclear
Catriona R. Vanston, Thomas P. Nicholls, Alex C. Bissember, Michael G. Gardiner, Curtis C. Ho
Summary: This study prepared palladium complexes with a new class of cationic aNHC ligands, but found that greater conformational restrictions are necessary to achieve significant electron transfer.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Toshiaki Murai, Eri Nagaya, Fumitoshi Shibahara, Toshifumi Maruyama, Hiroshi Nakazawa
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2015)
Article
Chemistry, Organic
Takayuki Yamauchi, Fumitoshi Shibahara, Toshiaki Murai
Article
Chemistry, Organic
Takayuki Yamauchi, Fumitoshi Shibahara, Toshiaki Murai
TETRAHEDRON LETTERS
(2016)
Article
Chemistry, Organic
Yuma Koto, Fumitoshi Shibahara, Toshiaki Murai
ORGANIC & BIOMOLECULAR CHEMISTRY
(2017)
Article
Chemistry, Organic
Fumitoshi Shibahara, Masafumi Suzuki, Saki Kubota, Tomoki Fukunaga, Taro Udagawa, Toshiaki Murai
JOURNAL OF ORGANIC CHEMISTRY
(2018)
Article
Chemistry, Organic
Fumitoshi Shibahara, Yusuke Asai, Toshiaki Murai
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2018)
Article
Chemistry, Organic
Takayuki Yamauchi, Fumitoshi Shibahara, Toshiaki Murai
JOURNAL OF ORGANIC CHEMISTRY
(2014)
Article
Chemistry, Organic
Fumitoshi Shibahara, Tomoki Fukunaga, Saki Kubota, Akihito Yoshida, Toshiaki Murai
Review
Chemistry, Organic
Fumitoshi Shibahara
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN
(2019)
Article
Chemistry, Multidisciplinary
Fumitoshi Shibahara, Takahiro Mizuno, Yoshifuru Shibata, Toshiaki Murai
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
(2020)
Article
Chemistry, Organic
Ryuta Wada, Shigesaki Kaga, Yasuhiro Kawai, Kimitaka Futamura, Toshiaki Murai, Fumitoshi Shibahara
Summary: A new route to synthesize thiophene-ring-fused compounds using thionyl chloride as a sulfur source was developed. The study found that in some cases, the target compounds could be synthesized directly using an excess amount of thionyl chloride, and also observed unexpected mechanochromism behavior in one of the obtained compounds.
Review
Chemistry, Multidisciplinary
Fumitoshi Shibahara, Yoshifuru Shibata, Toshiaki Murai
Summary: Imidazo[1,5-a]pyridine carbenes (IPCs) have been used as ligands in catalysts, and some effective IPC catalytic systems have been developed recently. The research focuses on the relationship between the catalytic activity of IPC ligands and their electronic and steric features.
Article
Chemistry, Multidisciplinary
Takuya Sonoda, Masaya Kanamori, Koki Endo, Kazuki Miwa, Satoshi Kurumada, Katsunori Suzuki, Makoto Yamashita, Fumitoshi Shibahara
Summary: A series of 5-sulfurated imidazo[1,5-a]pyridin-3-ylidenes (IPC) and their Cu and Pd complexes were synthesized and their properties were theoretically investigated. The results showed that these compounds exhibited good pi-acceptor and pi-acidic properties in reactions.
ISRAEL JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Toshiaki Murai, Akihito Yoshida, Tomohiko Mizutani, Hiroaki Kubuki, Kirara Yamaguchi, Toshifumi Maruyama, Fumitoshi Shibahara
