Article
Chemistry, Organic
Michal Simek, Katerina Bartova, Samy Issad, Miroslav Hajek, Ivana Cisarova, Ullrich Jahn
Summary: A unified approach to synthesizing meroterpenoids produced by Ganoderma applanatum is presented. The key synthetic sequence involves anionic ketone allylation/oxy-Cope rearrangement/alpha-oxygenation and a cyclization reaction based on persistent radical effect. The relative configuration of one of the compounds, applanatumol V, needs to be revised. Some of the compounds exhibit significant cytotoxic and antioxidant properties.
Article
Chemistry, Organic
Tian-Yuan Zhang, Lu-Yue Zhang, Xiao Liang, Kun Wei, Yu-Rong Yang
Summary: The first collectively asymmetric total synthesis of all members of lycorane has been achieved via a catalytic method. The key step of this synthesis involves an asymmetric, stereodivergent Ir/amine dual catalytic alpha-allylation of 2-phthalimidoacetaldehyde.
Review
Agricultural Engineering
Ke Ye, Ying Liu, Shubin Wu, Junping Zhuang
Summary: This paper reviews the present status, advantages and disadvantages of catalytic hydrogenolysis of lignin from two aspects of the solvent system and catalyst system. Solvents have been found to have a huge impact on the hydrogenolysis process and product distribution of lignin, the repolymerization of active intermediates is the main reason for char formation. It is proposed that the influence of different lignin structures should be fully considered in the catalyst design process, and the mechanism study of the hydrogenolysis process should focus on real lignin rather than model compounds.
INDUSTRIAL CROPS AND PRODUCTS
(2021)
Article
Chemistry, Multidisciplinary
Zhikun Tong, Xiang Li, Jiawei Zhu, Shixia Chen, Guiping Dai, Qiang Deng, Jun Wang, Weiran Yang, Zheling Zeng, Ji-Jun Zou
Summary: This study successfully modulated the intimacy between hydrogenation sites and acidic sites using iodine(I)-modified Pd-supported catalysts, leading to improved selectivity and yield in the synthesis of 2,5-hexanedione. Additionally, the selective synthesis of 2,5-hexanedione from 5-hydroxymethylfurfural via hydrogenolysis and subsequent ring-opening route was reported for the first time.
Review
Chemistry, Multidisciplinary
Haichuan Zhang, Shiyu Fu, Xu Du, Yulin Deng
Summary: This review discusses the latest advances in biomass-derived biofuels and biochemicals as alternatives to petroleum, focusing on the synthesis and fabrication of porous nanocatalysts for hydrogenolysis of lignin. The emphasis is on catalyst design, the effects of different supports, and the challenges and opportunities for lignin hydrogenolysis over nanomaterial-supported catalysts.
Article
Chemistry, Physical
Zhongwen Luo, Jiahan Xie, Nicholas Kaylor, Diane A. Dickie, Hannah E. Ketcham, Robert J. Davis, T. Brent Gunnoe
Summary: Silica-supported Pd, Rh, and Pt metal nanoparticles catalyze the hydrogenolysis of the Pt-OPh bond of ((t)bpy)Pt(OPh)Cl to release PhOH. Kinetic studies show that Pd exhibits higher reactivity compared to Rh and Pt. The results of kinetic studies with Pd/SiO2 are consistent with a first-order dependence on the catalyst and the molecular Pt(II) complex ((t)bpy)Pt(OPh)Cl. TEM-EDS mapping and ICP-OES measurements reveal approximately 10-16% Pt deposition on the surface of Pd/SiO2 after 1 hour of hydrogenolysis of ((t)bpy)Pt(OPh)Cl.
Article
Chemistry, Applied
Aracelis J. Pamphile-Adrian, Fabio B. Passos, Pedro P. Florez-Rodriguez
Summary: A systematic study was conducted to determine the maximum amount of nickel incorporated into the gamma-Al2O3 structure to form NiAl2O4. The behavior of this catalyst precursor for glycerol hydrogenolysis and cyclohexane conversion was investigated. Various characterization techniques were used to study the prepared catalysts with different nickel content. The results showed that Ni could be reversibly inserted into the gamma-Al2O3 structure, and the maximum amount of Ni incorporated into NiAl2O4 was approximately 20 wt%Ni. Different forms of Ni0 particles were observed depending on the Ni content, and their nature affected the catalytic activity. The formation of gridshell structures was found to be a determining factor for the catalytic activity in liquid-phase reactions.
Article
Chemistry, Multidisciplinary
Fangjian Shang, Runze Liu, Meiheng Lv, Yinhua Ma, Jianyong Liu, Panwang Zhou, Chaoyang Zhang, Ke-Li Han
Summary: The benzyl group plays a crucial role in the synthesis of CL-20 precursor HBIW by reducing energy barriers through pi-pi stack interactions. The study revealed the formation of 16 intermediates with different chiralities, only some of which can lead to the final product.
Article
Chemistry, Multidisciplinary
P. Sreejyothi, Pallavi Sarkar, Supriti Dutta, Arpan Das, Swapan K. Pati, Swadhin K. Mandal
Summary: This study reports the metal-free regioselective Markovnikov ring-opening of epoxides using an abnormal N-heterocyclic carbene (aNHC) to yield secondary alcohols with up to 99% selectivity. DFT calculations and X-ray crystallography suggest that the Markovnikov selectivity is attributed to the high nucleophilicity and steric factors of the aNHC.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Fangjian Shang, Runze Liu, Meiheng Lv, Yinhua Ma, Jianyong Liu, Panwang Zhou, Chaoyang Zhang, Ke-li Han
Summary: This study reveals the synthesis mechanism of hexanitrohexaazaisowurtzitane (CL-20) through theoretical calculations and discovers the role of the benzyl group in reducing energy barriers and increasing yield.
Article
Chemistry, Multidisciplinary
Fangjian Shang, Runze Liu, Meiheng Lv, Yinhua Ma, Jianyong Liu, Panwang Zhou, Chaoyang Zhang, Ke-li Han
Summary: The study revealed the important role of the benzyl group in the synthesis of CL-20 precursor HBIW and the mechanism by which it reduces energy and barriers through pi-pi stacking interactions. It was found that the reaction can produce 16 intermediates with different chirality, and the steric hindrance effect of the benzyl group leads to corrections of chirality errors, guiding the selection of the most suitable reactant.
Article
Chemistry, Multidisciplinary
Lijin Gan, Jin Deng
Summary: 2-Methyltetrahydrofuran (2-MeTHF) is a biomass-based green solvent with important applications in organic chemistry. Efficient conversion of levulinic acid (LA) and gamma-valerolactone (GVL) into 2-MeTHF was achieved under solvent-free conditions. The catalytic system showed good tolerance to water and other impurities during the transformation of carbohydrate-derived crude LA into 2-MeTHF.
Article
Energy & Fuels
Majid Saidi, Pantea Moradi
Summary: The kinetic study of upgrading anisole to jet-grade fuels via catalytic hydrotreatment process reveals that benzene is formed as the primary product through demethoxylation of anisole, with phenol showing the highest selectivity and activation energy in the hydrogenolysis reaction. The comprehensive quantitative reaction network for anisole catalytic hydrotreatment over Cu/gamma-Al2O3 catalyst is consistent with previous studies.
INTERNATIONAL JOURNAL OF ENERGY RESEARCH
(2021)
Review
Chemistry, Multidisciplinary
Guang-Jian Mei, Wai Lean Koay, Chuan Xiang Alvin Tan, Yixin Lu
Summary: Pyrroloindolines are important polycyclic indoline motifs widely found in natural products and bio-significant molecules, presenting a challenge to organic chemists with their rigid tricyclic molecular architectures and fully substituted carbon center at the C3a-position. Alkaloids containing pyrroloindoline display promising activities, making them significant in biological sciences and drug development. In recent decades, the synthetic targets of pyrroloindoline and analogues have attracted tremendous attention from the synthetic community, with a focus on catalytic asymmetric synthesis and total synthesis applications.
CHEMICAL SOCIETY REVIEWS
(2021)
Article
Chemistry, Applied
B. N. Kuznetsov, V. Sharypov, S. Baryshnikov, A. Miroshnikova, O. P. Taran, V. A. Yakovlev, A. Lavrenov, L. Djakovitch
Summary: Catalytic hydrogenolysis in supercritical ethanol using bifunctional catalysts such as Ru/C and Pt/ZrO2 enables the effective fractionation of aspen wood biomass into cellulose and liquid products enriched with propyl syringol and propyl guaiacol. The yield of alkyl derivatives of methoxyphenols is higher in the liquid products of wood compared to ethanol lignin hydrogenolysis. The catalysts also shift the molecular weight distribution of liquid products towards lower molecular mass according to GPC data.
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)
