Article
Biochemistry & Molecular Biology
Mohammad Shahidul Islam, Abdullah Saleh Alammari, Assem Barakat, Saeed Alshahrani, Matti Haukka, Abdullah Mohammed Al-Majid
Summary: Five new C-2-symmetric chiral ligands were synthesized from enantiopure amino alcohols, and used for Friedel-Crafts asymmetric alkylation. The bis(oxazolinyl)thiophene ligands showed higher efficiency in inducing asymmetric alkylation compared to bis(imidazolinyl)thiophene analogues.
Article
Chemistry, Organic
Ran Chen, Qian-Qian Yan, Shao-Jun Hu, Xiao-Qing Guo, Li-Xuan Cai, Dan-Ni Yan, Li-Peng Zhou, Qing-Fu Sun
Summary: By varying the metal/ligand ratio, dinuclear triple helicates or mononuclear pincer complexes can be selectively obtained from the same chiral bis-tridentate ligand, with both complexes demonstrating catalytic properties in asymmetric Friedel-Crafts alkylation reactions due to the presence of open metal sites.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Cheng Huang, Zhifei Zhao, Shiwu Li, Jixing Zhao, Leifang Wu, Chengzhi Gu
Summary: A highly enantioselective conjugate addition has been developed for the reaction between indolizine and its analogues with alpha,beta-unsaturated 2-acyl imidazoles. This method provides excellent yields and enantioselectivities, overcoming the limitations of organocatalysts in controlling stereoselectivity.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Xi Xiao, Xiaobiao Lu, Ming Zhang, Haoqing Hou, Changfeng Wan, Jinbiao Liu
Summary: A novel synthetic method was successfully developed for the preparation of multisubstituted dihydrochromeno[2,3-b]indole derivatives in moderate to high yields using a catalytic environmentally benign iron salt.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Yunlong Zhao, Rou Xiao, Weibin Fang, Junling Zhao
Summary: This study presents a protocol for the highly selective addition reaction of isatin-derived beta,gamma-unsaturated alpha-ketoesters with 4-aminoindoles at the C7 position. The reaction, catalyzed by a SPINOL-derived chiral phosphoric acid, yields bisindole derivatives with up to 97% enantiomeric excess. Further biological testing revealed that the products have high cytotoxicity against various cancer cell lines.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Organic
Yifei Qu, Xiaojia Cai, Yuzhuang Guan, Jiamin Tan, Zhangping Cai, Minyun Liu, Yasi Huang, Jinhui Hu, Wen-Hua Chen, Jia-Qiang Wu
Summary: A facile and straightforward method for the successful synthesis of difluoromethylated indole-3-carbinols, bisindolylmethanes, and indole-3-methanamines by a Friedel-Crafts reaction is developed, showing good to excellent yields, broad substrate compatibility, good functional group tolerance, and scalability.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Applied
Yanshun Li, Mengqi Dong, Nanxing Gao, Guorui Cao, Dawei Teng
Summary: A zinc complex of a new spiroQuinox ligand with a spirocarbon stereogenic center was used for asymmetric Friedel-Crafts alkylation of indoles with cyclic N-sulfonyl ketimino esters. This catalytic system allows for facile synthesis of benzosultam derivatives functionalized with indole substituents, with high yield and excellent enantioselectivity.
APPLIED ORGANOMETALLIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Zeynep Dilsad Susam, Bilge Deniz Ozcan, Enis Kurtkaya, Erol Yildirim, Cihangir Tanyeli
Summary: In this study, bifunctional quinine-derived organocatalysts were used to catalyze the asymmetric Friedel-Crafts/S(N)2 domino reaction, resulting in enantiomerically enriched products. Density functional theory calculations were also performed to explain the stereoselectivity of the products.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Shui-Li Liu, Qi-Wei Chen, Zhen-Wei Zhang, Qing Chen, Lian-Qiang Wei, Ning Lin
Summary: In this study, two stable Fe(II) coordination compounds were synthesized and showed different catalytic activities when used for the Friedel-Crafts reaction. Compound 2 exhibited superior catalytic activity compared to 1 due to the coordination sites in Fe(II) facilitating intermediate formation and enhancing the electrophilic nature of beta-nitroalkenes. The high functional group and solvent tolerance of catalyst 2 allows for at least 3 times of recycling and reuse without significant loss of catalytic activity. This work presents a new strategy for the synthesis of indole alkaloids under ambient conditions.
JOURNAL OF SOLID STATE CHEMISTRY
(2022)
Article
Chemistry, Organic
Takanori Shibata, Mio Sasaki, Masafumi Kojima, Mamoru Ito
Summary: The chiral Ir(I)-catalyzed intermolecular reaction of N-carbamoylpyrrole and indole derivatives with alpha,beta-unsaturated carbonyl compounds proceeded with high enantioselectivity, yielding chirally functionalized pyrroles and indoles as formal C-H conjugate adducts. The reaction mechanism was further investigated through deuterium labeling experiments.
Article
Chemistry, Multidisciplinary
Qian-Yi Wang, Teng-Fei Liu, Li-Feng Chu, Yun Yao, Chong-Dao Lu
Summary: In the presence of a chiral spiro phosphoric acid catalyst, the asymmetric reaction of disubstituted ketenes with N-H pyrroles occurred to afford enantioenriched C-acylated pyrroles bearing alpha-stereogenic carbon centres. This reaction represents a rare example of catalytic asymmetric reaction of ketenes with carbon-based nucleophiles, with significant research implications.
CHEMICAL COMMUNICATIONS
(2021)
Review
Chemistry, Applied
Daniel Gavina, Marcos Escolano, Javier Torres, Gloria Alzuet-Pina, Maria Sanchez-Rosello, Carlos del Pozo
Summary: Substituted and annulated pyrroles containing chiral centers can be accessed through organocatalytic enantioselective Friedel-Crafts alkylation (FCA) reaction. These compounds are interesting due to their natural occurrence and diverse biological activities. In the past two decades, significant synthetic efforts have been made to develop asymmetric transformations involving pyrroles in the FCA reaction.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Inorganic & Nuclear
Jun-Jian Huang, Xiao-Qi Zhang, Jing-Jing Yang, Jun-Fang Gong, Mao-Ping Song
Summary: A series of new chiral PCN pincer Pd(II) complexes were synthesized via phosphination/C-H palladation reaction. The obtained complexes were characterized by NMR and elemental analysis. X-ray single crystal diffraction analysis was used to determine the molecular structures of some complexes. Complex 3e showed excellent activity and enantioselectivity as a catalyst in the catalytic enantioselective hydrophosphination reaction.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Multidisciplinary
Yuki Saito, Shu Kobayashi
Summary: The article discusses the application of chiral heterogeneous Sc catalysts in continuous-flow reactions, achieving efficient synthesis of compounds through noncovalent interactions and the crucial role of heteropoly acid.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Jia-Qi Wu, Xin-Yuan Wu, Jian-Mei Lu, Qian Shi, Li-Xiong Shao
Summary: In this study, a novel La(III)-based two-dimensional metal-organic framework was synthesized and used as an efficient Lewis acid catalyst for the Friedel-Crafts alkylation reaction. The catalyst exhibited a unique structure, good stability and catalytic activity in acidic and basic environments.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Organic
Assem Barakat, Marwa M. Abu-Serie, M. Ali, Abdullah Mohammed Al-Majid, Sajda Ashraf, Komal Zia, Zaheer Ul-Haq, Abdullah Al-Dhfyan, Hatem A. Abdel-Aziz, Ayman El-Faham, Luis R. Domingo
Summary: A series of spirooxindole-based N-alkylated maleimide derivatives (AMIs) were synthesized and screened for their anticancer activity. Compounds 4e and 4f showed the best inhibition against breast cancer cells expressing HER-3 and induced apoptosis by suppressing Akt.
POLYCYCLIC AROMATIC COMPOUNDS
(2023)
Article
Agronomy
Sana Khalid, Muhammad Shahid, Natasha Natasha, Zeid A. ALOthman, Abdullah A. Al-Kahtani, Behzad Murtaza
Summary: Wastewater can be a valuable resource for plant irrigation and nutrition, but can also pose environmental and plant health issues if not used properly. Mixing wastewater with fresh water can reduce its toxic effects on plants. This study evaluated the impact of mixing wastewater with different types of fresh water on plant health.
Article
Engineering, Environmental
Kamaliah Rosli, Ahmed Saud Abdulhameed, S. N. Surip, Zeid A. ALOthman, Ali H. Jawad
Summary: A green and effective adsorbent of chitosan/montmorillonite/algae (CHI/MMT/ALG) composite was developed to remove dyestuffs from aqueous solutions. The physicochemical characteristics of CHI/MMT/ALG were analyzed and the increased surface functionalities improved the adsorption of cationic and anionic dye molecules.
JOURNAL OF POLYMERS AND THE ENVIRONMENT
(2023)
Article
Chemistry, Multidisciplinary
Mohamed A. Habila, Mohamed S. Moshab, Ahmed Mohamed El-Toni, Zeid A. ALOthman, Ahmed Y. Badjah Hadj Ahmed
Summary: Thermal treatment was used to convert palm stalk waste into magnetic carbon sheets, which showed excellent dye removal performance. The samples prepared at 250 degrees C and 400 degrees C exhibited the best adsorption capacity, with equilibrium reached within 120 to 180 minutes. The second-order kinetic model and Freundlich model were suitable for describing the adsorption process.
Article
Crystallography
Mohamed A. Habila, Zeid A. ALOthman, Hussam Musaad Hakami, Monerah R. ALOthman, Mohamed Sheikh
Summary: Developing and improving adsorbent materials for wastewater treatment is crucial for water recycling and environmental safety. In this study, carbon materials were modified with alumina to create an efficient adsorbent for methylene blue removal. The fabricated adsorbents showed successful surface modifications and exhibited fast adsorption behavior. The Langmuir model was found to fit the adsorption data well, suggesting a monolayer adsorption process.
Article
Chemistry, Inorganic & Nuclear
Eman M. Fathalla, Morsy A. M. Abu-Youssef, Mona M. Sharaf, Ayman El-Faham, Assem Barakat, Matti Haukka, Saied M. Soliman
Summary: Two complexes, [Ni(DPPT)(2)](NO3)(2)*1.5H(2)O (1) and [Ni(DPPT)(NO3)Cl].EtOH (2), were synthesized using the self-assembly of (E)-2,4-di(piperidin-1-yl)-6-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)-1,3,5-triazine (DPPT) with Ni(NO3)(2)*6H(2)O in the absence and presence of NiCl2*6H(2)O, respectively. Both complexes have neutral tridentate DPPT ligands coordinated to Ni(II) ions. Rating: 7/10
Article
Chemistry, Inorganic & Nuclear
Eman M. Fathalla, Morsy A. M. Abu-Youssef, Mona M. Sharaf, Ayman El-Faham, Assem Barakat, Matti Haukka, Saied M. Soliman
Summary: Two new Ni(II) complexes, [Ni(DMPT)(H2O)3](NO3)2.3H2O (1) and [Ni(DMPT)(H2O)3](NO3)2.H2O (2), were successfully synthesized using the hydrazine s-triazine ligand (E)-4,4'-(6-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)-1,3,5-triazine-2,4-diyl)dimorpholine (DMPT) and a one-pot synthesis strategy. The structures of the complexes were characterized by elemental analysis, FTIR, and single-crystal X-ray diffraction analysis. The DMPT ligand acts as a tridentate NNN-chelate via three Ni-N coordination interactions, and the coordination sphere of the Ni(II) ion is completed by three water molecules. Both complexes exhibit distorted octahedral geometry. The crystal packing of the complexes is driven by strong O... H interactions, attributed to the presence of nitrate anions and water molecules. Complex 1 showed antimicrobial activity against both Gram-negative and Gram-positive bacterial strains, while the free ligand was inactive against all microbial species.
Article
Biochemistry & Molecular Biology
Laili Azmiati Arni, Ahmad Hapiz, Ali H. Jawad, Ahmed Saud Abdulhameed, Zeid A. ALOthman, Lee D. Wilson
Summary: A novel nanohybrid composite of magnetic chitosan-salicylaldehyde/nanoclay (MCH-SAL/NCLA) was synthesized through hydrothermal method for the removal of acid red 88 (AR88) from simulated wastewater. Response surface methodology combined with the Box-Behnken design (RSM-BBD) was used to evaluate the impact of adsorption variables on AR88 dye adsorption. The MCH-SAL/NCLA composite exhibited a maximum adsorption capacity of 173.5 mg/g for AR88 dye. It was found that the adsorption of AR88 onto the MCH-SAL/NCLA surface was influenced by various processes including electrostatic, hydrogen bonding, n-& pi;, and n-& pi; interactions. This study demonstrated that MCH-SAL/NCLA can be an effective bio-adsorbent for the removal of azo dye from contaminated wastewater.
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
(2023)
Article
Environmental Sciences
Ali H. Jawad, Ahmed Saud Abdulhameed, Tumirah Khadiran, Zeid A. ALOthman, Lee D. Wilson, Sameer Algburi
Summary: This study focuses on the production of bamboo activated carbon (BBAC) through pyrolysis-induced K2CO3 activation and investigates its potential as an effective adsorbent for the removal of methylene blue (MB) dye. The results show that BBAC has a notable adsorption capacity and potential for treating wastewater contaminated with organic dyes.
INTERNATIONAL JOURNAL OF PHYTOREMEDIATION
(2023)
Article
Chemistry, Analytical
Khadidja Addadi, Khaled Sekkoum, Nasser Belboukhari, Zeid A. ALOthman, Ahmed M. Aljuwayid, Mika Sillanpaa, Imran Ali
Summary: In this study, the enantio-separation of three chiral sulfoxide drugs was achieved on a Chiralpak AS-3R column using acetonitrile-water as the mobile phase. The chiral separation was validated properly with LOD and LOQ values of 9.70-14.16 and 29.39-42.91 μg/mL, respectively. The enantiomer elution order was confirmed through experimental and theoretical methods. A simple, fast, reliable, and thermodynamically stable HPLC method was developed for the separation and determination of enantiomer elution order of the chiral sulfoxide drugs.
MICROCHEMICAL JOURNAL
(2023)
Article
Crystallography
Saeed Alshahrani, Abdullah Mohammed Al-Majid, Abdullah Saleh Alamary, Mar Rios-Gutierrez, Assem Barakat
Summary: A new ethylene derivative was synthesized as a precursor, leading to the formation of a novel spirooxindole embodied with benzimidazole and a pyridine spacer through a [3+2] cycloaddition reaction. The chalcone derivatives 3a-j were obtained by condensation of the acetyl derivative with aryl aldehydes. The reaction of the ethylene derivative, 5-Cl-isatin, and octahydroindole-2-carboxylic acid in a one-pot multi-component fashion enabled the construction of a highly functionalized quaternary center spirooxindole scaffold with a high chemical yield.
Article
Crystallography
Saied M. Soliman, Ayman El-Faham, Assem Barakat, Alexandra M. Z. Slawin, John Derek Woollins, Morsy A. M. Abu-Youssef
Summary: Through X-ray crystallography, we synthesized and elucidated the structures of two IIB group complexes [Cd(DMPT)Cl-2] (6) and [Zn(DMPT)Cl-2] (7). Both complexes crystallized in the monoclinic crystal system, with different lattice parameters. Complex 6 exhibited a square pyramidal coordination environment, while complex 7 showed an intermediate between trigonal bipyramidal and square pyramidal coordination. Hirshfeld calculations revealed that hydrogen bonding interactions played a significant role in the supramolecular structure of both complexes.
Article
Crystallography
Ahmed A. M. Sarhan, Matti Haukka, Assem Barakat, Saied M. Soliman, Ahmed T. A. Boraei, Manar Sopaih, Eid E. Salama, Ana M. Garcia-Deibe
Summary: The synthesis of 4-methyl/phenyl-1,2,5,6-tetraazafluoranthen-3(2H)-one 4 and 7 has been achieved using ninhydrin via a reaction with ethyl acetoacetate or ethyl benzoylacetate, followed by a reaction with hydrazine hydrate. The intermediates involved in the hydrazinolysis-cyclization mechanistic pathway were isolated and characterized using NMR and X-ray single-crystal analysis. The study provides insights into the mechanism and non-covalent interactions controlling the molecular packing.
Article
Biochemical Research Methods
Maha Hasni, Nasser Belboukhari, Khaled Sekkoum, Raluca-Ioana Stefan-van Staden, Zeid A. Alothman, Ersin Demir, Imran Ali
Summary: The essential oil of Heliotropium bacciferum plant has significant medicinal value, and this study extracted and analyzed its essential oil, as well as evaluated its anti-inflammatory and anti-bacterial activities. The results showed that the essential oil displayed effective anti-inflammatory and anti-bacterial properties, indicating its potential as a therapeutic agent.
ANALYTICAL BIOCHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Ruihong Wu, Ahmed Saud Abdulhameed, Ali H. Jawad, Soon Kong Yong, He Li, Zeid A. Alothman, Lee D. Wilson, Sameer Algburi
Summary: A polymer nanomatrix of chitosan/SiO2 enriched with a pi-pi electron donor-acceptor system using benzil was synthesized via a hydrothermal process. The resulting adsorbent, CHI-BEZ/n-SiO2, showed higher adsorption capacity than CHI/n-SiO2 for removing the anionic acid red 88 dye from water. This suggests that CHI-BEZ/n-SiO2 is a highly efficient adsorbent.
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
(2023)
Article
Chemistry, Organic
Fuying Zhu, Yamei Lin
Summary: In this study, a low-metal iron-supported catalyst (Fe20/NC-Mg) was reported for the efficient synthesis of quinoxaline compounds, using water as a solvent and without additional bases. The synergistic effect of FeNx site and Mg (OH)2 nanorods in the catalyst played a key role in achieving high yields (82-91%) in 16 examples. The gram-level synthesis and reusability of the catalysts after four cycles demonstrated its industrial application potential.
Article
Chemistry, Organic
Mikhail Kozlov, Alexey Tyurin, Andrey Dmitrenok, Vyacheslav Rusak, Aleksander Fedorov, Igor Zavarzin, Yulia Volkova
Summary: This study presents a novel and practical synthesis method for phosphorus-substituted 1,3,4-thiadiazolines using phosphorylthioformic acid hydrazides and ketones. The protocol demonstrates operational simplicity, availability of reagents, and tolerance towards different functional groups.
Article
Chemistry, Organic
Jisna Jose, Thomas Mathew
Summary: 2-Cyclopentenone and its derivatives are highly esteemed synthetic intermediates with exceptional utility in organic synthesis. They are favored structural motifs in numerous pharmaceutical drugs and natural products, highlighting their significance. The review discusses the various methods used to synthesize cyclopentenones from 2016 to 2023.
