Article
Chemistry, Organic
Bo-Bo Gou, Sen Yang, Huai-Ri Sun, Qing-Song Jian, Atif Sharif, Ling Zhou, Jie Chen
Summary: An effective Sc-catalyzed transfer hydrogenation and cyclization tandem reaction has been developed, demonstrating good functional group compatibility and high yields in producing a variety of benzoxazines. The newly developed protocol has shown utility in scaled-up experiments, late-stage modification, and preliminary exploration of enantioselective synthesis.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Christianah Aarinola Akinnawo, Ndzondelelo Bingwa, Reinout Meijboom
Summary: Mesoporous zirconia doped with Cr exhibited outstanding reactivity and 100% selectivity in the Meerwein-Ponndorf-Verley reduction, mainly due to the intrinsic properties of its surface mesostructure rather than specific surface area. The synergistic effect between Cr and Zr species in the binary oxide facilitated the Lewis acidity-induced performance of the Cr_ZrO2 catalyst, showcasing its innovative application in the green synthesis of unsaturated alcohols.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Jinliang Song, Manli Hua, Xin Huang, Aurelia Visa, Tianbin Wu, Honglei Fan, Minqiang Hou, Zhaofu Zhang, Buxing Han
Summary: The study fabricated a novel zirconium organoborate for the selective reduction of biomass-derived carbonyl compounds via MPV reaction. The number of borate groups on the ligands significantly affected the catalytic activity, with the activation role of borate groups on hydroxyl groups being crucial for the hydrogen source. The excellent performance of Zr-BDB was attributed to the synergetic effect of Zr4+ and borate groups, marking the first successful enhancement of Zr-based catalysts in MPV reactions using borate groups.
Article
Chemistry, Organic
Gaolin Li, Meichen Li, Zhen Xia, Ze Tan, Wei Deng, Chen Fang
Summary: The Meerwein-Ponndorf-Verley (MPV)-type reduction between benzonitriles and benzylic alcohols under transition metal-free conditions has been demonstrated for the first time. The reaction involves hydrogen transfer reduction and subsequent reactions, resulting in the formation of amides. Preliminary mechanistic investigations suggest the involvement of multiple MPV-type hydrogen transfer processes.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Gaolin Li, Meichen Li, Zhen Xia, Ze Tan, Wei Deng, Chen Fang
Summary: This study demonstrates for the first time the feasibility of Meerwein-Ponndorf-Verley (MPV)-type reduction between benzonitriles and benzylic alcohols under transition-metal-free conditions. The reaction can be efficiently carried out using simple KOt-Bu as the base, and the resulting product is an amide incorporating both the alcohols and the nitriles.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Agricultural Engineering
Jirui Yang, Yanwei Zhang, Feng Shen, Xinhua Qi
Summary: A zirconium-containing mesoporous composite catalyst was developed using a sol-gel process and soft templating method, with glucose and F127 triblock copolymer as the ligand and pore-forming agent. The composite catalyst showed excellent performance in catalyzing the Meerwein-Ponndorf-Verley reduction of furfural, achieving a maximum furfuryl alcohol yield of 93.4% at 180 degrees C within 180 min in 2-propanol. The catalyst also displayed good reusability.
BIOMASS & BIOENERGY
(2023)
Article
Chemistry, Multidisciplinary
H-H Mautschke, F. X. Llabres i Xamena
Summary: Zr-containing MOF-808 is a promising heterogeneous catalyst for the diastereoselective reduction of ketosteroids to hydroxysteroids, achieving the synthesis of elusive 17α-hydroxy derivatives in one step. The process is found to be chemoselective and regioselective, with the entropic term controlling the diastereoselectivity by confining the reaction inside the MOF cavities where Zr4+ active sites are located.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Physical
Md Anwar Hossain, Tinnakorn Saelee, Sarttrawut Tulaphol, Mohammad Shahinur Rahaman, Thanh Khoa Phung, Thana Maihom, Piyasan Praserthdam, Supareak Praserthdam, Daniel J. Yelle, Noppadon Sathitsuksanoh
Summary: In this study, efficient hydrogenolysis of lignin was achieved using Ru/C catalyst and internal hydrogen. The aliphatic hydroxyl groups in lignin facilitated the cleavage of beta-O-4 bonds and the formation of phenolic monomers. Solvents with high donor numbers enhanced the yield of phenolic monomers. These findings offer a novel approach for the design of lignin isolation processes and solvent systems in biorefineries.
Article
Chemistry, Multidisciplinary
Sina Sharifi, Hannah Sharifi, Darrell Koza, Ali Aminkhani
Summary: A catalytic system consisting of AlCl3/Et3N in CH2Cl2 has been developed to selectively convert a wide range of aliphatic and aromatic aldehydes to the corresponding alcohols, acids, and dimerized esters at room temperature with high yields. Higher AlCl3 content favors the Cannizzaro reaction, while lower content favors the Tishchenko reaction. The presence of hydride donor alcohols in the reaction mixture directs the reaction towards the Meerwein-Ponndorf-Verley reaction.
MONATSHEFTE FUR CHEMIE
(2021)
Article
Chemistry, Multidisciplinary
Atika Muhammad, Ammaru Ismaila, Bashir Jelani Usman, Graziano Di Carmine, Carmine D'Agostino
Summary: By immobilizing aluminium isopropoxide catalyst on mesoporous supports, H-transfer reductions of aldehydes and ketones can be achieved effectively. The immobilized catalysts exhibit excellent catalytic activity and stability, with the advantage of recyclability and reusability.
Article
Chemistry, Multidisciplinary
Zhaoyang Ju, Shaokeng Feng, Lanhui Ren, Tingyu Lei, Haixiang Cheng, Mengting Yu, Chengsheng Ge
Summary: This study investigates the mechanism of the conversion of methyl levulinate (ML) to gamma-valeriolactone (GVL) catalyzed by Al(OiPr)(3). The researchers found that the ring-closure step is the rate-determining step and that Al(OiPr)(3) can effectively catalyze the ester exchange reaction. These findings provide insights into the conversion mechanism of ML to GVL and can aid in the design of more efficient catalysts for biomass conversion chemistry.
Review
Chemistry, Physical
Juan Francisco Minambres, Jiri Cejka
Summary: Meerwein-Ponndorf-Verley (MPV) reduction is a selective process that catalyzes the synthesis of alcohols from aldehydes and ketones. Despite extensive research, questions about the catalytic process remain unanswered. This review focuses on recent advances in MPV, including the catalytic materials used and their properties, as well as new applications in biomass transformation and the synthesis of valuable products.
CATALYSIS REVIEWS-SCIENCE AND ENGINEERING
(2023)
Review
Chemistry, Multidisciplinary
Yixuan Liu, Xixi Liu, Mingrui Li, Ye Meng, Jie Li, Zehui Zhang, Heng Zhang
Summary: This review discusses the application of recyclable heterogeneous non-noble Zr/Hf-containing catalysts with acid-base bifunctionality for CTH reaction, aiming to upgrade biomass into high-value biochemical products and fuels. Emphasis is placed on evaluating the bifunctionality of catalytic material and the key role of the active site in the structure of the catalyst in the MPV reaction.
FRONTIERS IN CHEMISTRY
(2021)
Article
Chemistry, Physical
Mohammad Shahinur Rahaman, Sarttrawut C. Tulaphol, Md. Anwar M. Hossain, Matthew Mulvehill, Joshua Spurgeon, Thana Maihom, Noppadon Sathitsuksanoh
Summary: Liquid phase catalytic hydrogenation is crucial for the production of platform chemicals from biomass-derived carbonyl compounds. In this study, the chemical pathway of transfer hydrogenation of benzaldehyde by Hf- and Zr-containing MOF-808 and UiO-66 catalysts was explored. It was found that MOF-808(Hf) exhibited the highest selectivity with a conversion rate of 99%.
MOLECULAR CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Jinliang Song, Chao Xie, Zhimin Xue, Tiejun Wang
Summary: A Zr-containing montmorillonite catalyst (Zr-MMT) was constructed and found to exhibit high catalytic activity in the reduction of biomass-derived carbonyl compounds. The excellent performance of Zr-MMT can be attributed to the presence of positively charged Zr species and suitable basic sites that facilitate the hydrogen transfer process.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2022)