Article
Chemistry, Inorganic & Nuclear
Li-Jie Fu, Bo-Hsun An, Chih-Hsuan Chou, Chi-Min Chen, Ching Tat To
Summary: A new family of rhodium porphyrin complexes with various perfluoroalkyl ligands has been successfully synthesized in good yields using commercially available perfluoroalkyl iodides and the air-stable precursor, suggesting a halogen atom transfer pathway with a rhodium(ii) porphyrin metalloradical through mechanistic investigations.
DALTON TRANSACTIONS
(2021)
Article
Chemistry, Multidisciplinary
Bei Zhou, Yu-Juan He, Yun-Feng Tao, Lan-Xiang Liu, Min Hu, Zu-Hui Chang, Hong Lei, Jun Lin, Tong Lin, Guan-Ben Du
Summary: A novel electrocatalytic process was developed to prepare alpha,alpha-gem-dihalide ketones in an environmentally friendly manner. The reaction exhibited high yields of about 80% under ambient conditions without inert gas protection. The study also discovered a special dimer condensation phenomenon.
Article
Chemistry, Organic
Fucheng Yin, Wan Peng, Cheng Wang, Lailiang Qu, Xinye Chen, Lingyi Kong, Xiaobing Wang
Summary: A protocol for Rh(III)-catalyzed cascade reaction was established, which allows the efficient construction of phthalides and isocoumarins skeleton with broad applicability. The method can potentially be applied to the total synthesis of natural products.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Hubert Casajus, Aurelie Lagarde, Lionel Nauton, Nazim Ocal, Martin Leremboure, Wolf-Dieter Fessner, Nicolas Duguet, Franck Charmantray, Laurence Hecquet
Summary: This study demonstrates the successful cleavage of aliphatic alpha-hydroxy ketones using thermostable transketolase variants obtained through rational design, offering a promising biocatalytic strategy as a one-step alternative for cleavage reactions.
Article
Chemistry, Multidisciplinary
Helene Beucher, Johannes Schoergenhumer, Estibaliz Merino, Cristina Nevado
Summary: A chelation-assisted oxidative addition of gold(I) into the C-C bond of biphenylene was achieved in this study. The presence of coordinating groups played a crucial role in the successful activation of strained C-C bonds by gold. This research provides a new and straightforward method for synthesizing cyclometalated gold(III) complexes.
Article
Chemistry, Inorganic & Nuclear
Ho Yin Yu, Hung Kay Lee, Kin Shing Chan
Summary: Rhodium(III) porphyrin complexes can activate C(=O)-O bonds of carboxylic acids, yielding Rh(III) porphyrin acyl complexes Rh-III(ttp)COR with up to 90% yield. Mechanistic studies suggest either a sigma-bond metathesis reaction or 1,2-addition between active Rh(III) porphyrin hydride species, Rh-III(ttp)-H, and carboxylic acids to form the corresponding Rh-III(ttp)COR product.
Article
Chemistry, Organic
Julien Braire, Aurelie Mace, Rania Zaier, Marie Cordier, Joelle Vidal, Claudia Lalli, Arnaud Martel, Francois Carreaux
Summary: An improvement in the catalytic enantioselective allylboration of isatins with 2-allyl-1,3,2-dioxaborolane in the presence of chiral BINOL derivatives is reported, offering an efficient one-step access to enantioenriched N-unprotected 3-allyl-3-hydroxy-2-oxindoles. The origins of the high enantioselectivity and the key role of the alcohol additive have been investigated.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Julien Braire, Aurelie Mace, Rania Zaier, Marie Cordier, Joelle Vidal, Claudia Lalli, Arnaud Martel, Francois Carreaux
Summary: An improvement in the catalytic enantioselective allylboration of isatins with 2-allyl-1,3,2-dioxaborolane in the presence of chiral BINOL derivatives is reported. The high enantioselectivity of this reaction is due to the internal hydrogen bonding and the addition of alcohol additive, as shown by DFT calculations and kinetics study.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Zhihui Xu, Tianbao Yang, Niu Tang, Yifeng Ou, Shuang-Feng Yin, Nobuaki Kambe, Renhua Qiu
Summary: A mild method for N-acylation of primary and secondary amines with alpha-diketones induced by ultraviolet (UV) light was developed in this study. The system showed high yields of products with various functional groups at room temperature. Mechanistic studies revealed the in-situ generation of benzoin from benzil under UV irradiation.
Article
Chemistry, Organic
Yi-Lun Shih, Yen-Ku Wu, Mamoru Hyodo, Ilhyong Ryu
Summary: A catalytic amount of decatungstate photocatalyst under black light irradiation was able to promote the oxidative cleavage of C=C bonds with molecular oxygen, resulting in the formation of both aromatic and aliphatic ketones. The use of a high-power ultraviolet light-emitting diode at 365 nm for the continuous flow reaction of alpha-methylstyrene significantly reduced the reaction time.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Josiah G. D. Elsberg, Stephen N. Anderson, David L. Tierney, Eric W. Reinheimer, Lisa M. Berreau
Summary: The synthetic, structural, and reactivity investigations of tris-(2-pyridylmethyl)amine (TPA)-ligated Cu(II) 1,3-diketonate complexes show anaerobic retro-Claisen type C-C bond cleavage reactivity exceeding that found in analogs supported by chelate ligands with fewer and/or weaker pyridyl interactions.
DALTON TRANSACTIONS
(2021)
Article
Chemistry, Organic
Zhi-Cheng Yu, You Zhou, Xiang-Long Chen, Jin-Tian Ma, Li-Sheng Wang, Yan-Dong Wu, An-Xin Wu
Summary: A reductive coupling reaction was established for the synthesis of diaryl 1,2-dicarbonyl compounds from aryl methyl ketones. The reaction involves C(CO)-C(sp3) bond cleavage and proceeds through an electron transfer process. Notably, this reaction is simple to operate, has mild reaction conditions, and is applicable to a wide range of substrates.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Konstantin E. Shepelenko, Safarmurod B. Soliev, Alexey S. Galushko, Victor M. Chernyshev, Valentine P. Ananikov
Summary: The dynamic nature of the metal-NHC bond plays a crucial role in changing the nature of catalytically active sites, with Pd/NHC complexes showing effective catalysis and Ni/NHC complexes leading to deactivation. The cleavage of the metal-NHC bond should be considered for the efficient choice and optimization of catalytic systems for arylation reactions.
INORGANIC CHEMISTRY FRONTIERS
(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)
Review
Chemistry, Organic
Lalit Mohan Kabadwal, Sourajit Bera, Debasis Banerjee
Summary: This review article focuses on recent advancements in utilizing methanol as a C1-alkylating agent, including novel metal-catalyzed hydrogen-borrowing processes, non-precious-metal-catalyzed activation of methanol, and methylation of various substrates. Exciting applications of industrially important catalysts, synthesis of drugs with -CH3 motif, and photo- and electro-catalytic transformations using methanol are also discussed in detail. The limited coverage on this subject area calls for the necessity of an updated review to attract researchers' attention in this direction.
ORGANIC CHEMISTRY FRONTIERS
(2021)