4.5 Article

Chiral functionalized bisphosphine ligands: Transition metal complexes of 1,2-bis(tert-Butylchlorophosphino)-1,2-dicarba-closo-dodecaborane(12)

期刊

POLYHEDRON
卷 28, 期 16, 页码 3467-3472

出版社

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.poly.2009.07.030

关键词

Carbaborane; Chlorophosphines; Chromium; Molybdenum; Tungsten; Crystal structures

资金

  1. Deutsche For schungsgemeinschaft [GZ: 436 RUS 17/35/06]
  2. Saxon Ministry of Science and Art [4-7531.50-04-0361-07/2]

向作者/读者索取更多资源

When rac- or meso-1,2-bis(tert-butylchlorophosphino)-1,2-dicarba-closo-dodecaborane(12) (1a or 1b) is reacted with [M(CO)(4)(NBD)] (M = Cr, Mo, NBD = norbornadiene), [Mo(CO)(4)(EtCN)(2)] or [W(CO)(6)], rac-[Cr(CO)(4){1,2-((PBuCl)-Bu-t)(2)C2B10H10}] (2), rac- or meso-[Mo(CO)(4)(1,2-((PBuCl)-Bu-t)(2)C2B10H10}] (3a or 3b) and rac-[W(CO)(4)[1,2-((PBuCl)-Bu-t)(2)C2B10H10}] (4) could be isolated as pure diastereomers. UV irradiation of 1 with [Cr(CO)(6)] in moist THF proceeds with hydrolysis and formation of [Cr(CO)(4){1,2-(P(OH)Bu-t)(2)C2B10H10}] (5) which contains the metal complex-stabilized phosphinous acid. Compounds 2-5 were characterized spectroscopically (H-1, (31)p, B-11, C-13 NMR), by mass spectrometry and by X-ray structure determination. (c) 2009 Elsevier Ltd. All rights reserved.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.5
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

Article Chemistry, Multidisciplinary

On the Edge of the Known: Extremely Electron-Rich (Di)Carboranyl Phosphines

Jan Schulz, Reike Clauss, Aleksandr Kazimir, Sieglinde Holzknecht, Evamarie Hey-Hawkins

Summary: The synthesis of B9-Phos ligands with two carboranyl moieties and bulky electron-donating substituents, previously deemed unattainable, is reported. The electrochemical properties of B9-Phos ligands were investigated, showing the ability of mesityl derivatives to form stabilized phosphoniumyl radical cations. The B9-Phos ligands possess a highly electron-releasing character surpassing that of alkyl phosphines and commonly used N-heterocyclic carbenes.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2023)

Article Chemistry, Multidisciplinary

Facile modification of phosphole-based aggregation-induced emission luminogens with sulfonyl isocyanates

Nils Koenig, Yokari Godinez-Loyola, Yang Fangshun, Christian Laube, Michael Laue, Peter Loennecke, Cristian A. Strassert, Evamarie Hey-Hawkins

Summary: Phosphole oxides react with sulfonyl isocyanates, forming sulfonylimino phospholes in high yields. This facile modification allows for the synthesis of new phosphole-based aggregation-induced emission (AIE) luminogens with high fluorescence quantum yields in the solid state. Changing the chemical environment of the phosphorus atom of the phosphole framework results in a significant red-shift of the fluorescence maximum.

CHEMICAL SCIENCE (2023)

Article Pharmacology & Pharmacy

The More the Better-Investigation of Polymethoxylated N-Carboranyl Quinazolines as Novel Hybrid Breast Cancer Resistance Protein Inhibitors

Philipp Stockmann, Lydia Kuhnert, Wencke Leinung, Cathleen Lakoma, Birte Scholz, Svetlana Paskas, Sanja Mijatovic, Danijela Maksimovic-Ivanic, Walther Honscha, Evamarie Hey-Hawkins

Summary: The overexpression of ATP-binding cassette (ABC) transporter proteins, particularly ABCG2, in cancer cells is a major cause of multidrug resistance (MDR) and the failure of chemotherapeutic treatments. Inhibition of ABCG2 activity during chemotherapy has the potential to reverse MDR and improve the efficacy of anti-cancer agents. However, the development of selective and non-toxic inhibitors of ABCG2 has been challenging, with limited success in clinical applications. This study focuses on the synthesis and evaluation of carboranyl quinazoline-based inhibitors of ABCG2, identifying a promising compound, DMQCd, which exhibits strong inhibitory effects and the ability to reverse MDR mediated by BCRP.

PHARMACEUTICS (2023)

Article Chemistry, Medicinal

Development of the High-Affinity Carborane-Based Cannabinoid Receptor Type 2 PET Ligand [18F]LUZ5-d8

Lea Ueberham, Daniel Guendel, Martin Kellert, Winnie Deuther-Conrad, Friedrich-Alexander Ludwig, Peter Loennecke, Aleksandr Kazimir, Klaus Kopka, Peter Brust, Rares-Petru Moldovan, Evamarie Hey-Hawkins

Summary: The synthesis and characterization of carborane-based 1,8-naphthyridinones and thiazoles as novel CB2R ligands was reported in this study. These compounds showed low nanomolar CB2R affinity, with LUZ5 exhibiting the highest affinity. An automated radiosynthesizer was used to obtain [18F]LUZ5-d8 with high radiochemical yield and purity. In vivo evaluation demonstrated the improved metabolic stability of [18F]LUZ5-d8 compared to [18F]JHU94620, and PET experiments in rats showed high uptake in spleen and low uptake in brain. The introduction of a carborane moiety is a useful strategy for modifying CB2R ligands and developing high-affinity CB2R ligands.

JOURNAL OF MEDICINAL CHEMISTRY (2023)

Article Medicine, Research & Experimental

Sweet Battle of the Epimers-Continued Exploration of Monosaccharide-Derived Delivery Agents for Boron Neutron Capture Therapy

Jelena Matovic, Katayun Bahrami, Philipp Stockmann, Iris K. . Sokka, You Cheng Khng, Mirkka Sarparanta, Evamarie Hey-Hawkins, Jarkko Rautio, Filip S. Ekholm

Summary: Boron neutron capture therapy (BNCT) is a cancer treatment that uses boron delivery agents to selectively eradicate tumor cells. In this study, we focus on a GLUT1-targeting strategy to BNCT and synthesize carborane-bearing D-galactose, D-mannose, and D-allose as potential delivery agents. We find that these agents exhibit significantly improved boron delivery capacity compared to clinically approved agents in vitro, laying the groundwork for future preclinical assessment studies.

MOLECULAR PHARMACEUTICS (2023)

Review Biochemistry & Molecular Biology

Added Complexity!-Mechanistic Aspects of Heterobimetallic Complexes for Application in Homogeneous Catalysis

Zeno Fickenscher, Evamarie Hey-Hawkins

Summary: Inspired by the role of multimetallic assemblies in enzyme catalysis, a wide range of heterobimetallic complexes have been developed for use in homogeneous catalysis. These complexes, starting from simple ones with s-donating and p-accepting ligands, have evolved into more complex systems over the past two decades. The presence of a second metal center in the active catalyst allows for new reaction pathways and significantly increased catalytic activity. This review focuses on the mechanistic aspects of heterobimetallic complexes in homogeneous catalysis, showcasing their versatility and the different types of interactions and reactions they enable.

MOLECULES (2023)

Article Biochemistry & Molecular Biology

Synergistic Catalysis in Heterobimetallic Complexes for Homogeneous Carbon Dioxide Hydrogenation

Zeno B. G. Fickenscher, Peter Loennecke, Anna K. Mueller, Oldamur Holloczki, Barbara Kirchner, Evamarie Hey-Hawkins

Summary: Two heterometallic Mo,M' complexes (M' = Ir-III, Rh-III) were synthesized and characterized. They showed a significant synergistic effect, especially Mo and Ir, leading to a fourfold increase in catalytic activity compared to a binary mixture of the monometallic counterparts. The mechanism of CO2 hydrogenation to formate by a monometallic Ir-III catalyst was studied, revealing the importance of the metal-base adduct and inner-sphere hydride transfer.

MOLECULES (2023)

Article Pharmacology & Pharmacy

Isonimesulide and Its Carborane Analogues as Isoform-Selective COX Inhibitors and Antitumor Agents

Liridona Useini, Teodora Komazec, Markus Laube, Peter Loennecke, Jonas Schaedlich, Sanja Mijatovic, Danijela Maksimovic-Ivanic, Jens Pietzsch, Evamarie Hey-Hawkins

Summary: Nonsteroidal anti-inflammatory drugs (NSAIDs) are widely used for pain, fever, and inflammation, and have reported antitumor properties. Selectivity for the COX-2 isoform of NSAIDs is of high interest to reduce off-target effects. Modified NSAIDs using carborane clusters show altered selectivity profile and isonimesulide and its carborane derivatives exhibit stronger antitumor potential compared to nimesulide and isonimesulide. Additionally, replacement of the phenyl ring with a carborane moiety shifts the COX activity from nonactive to active compounds.

ADVANCED THERAPEUTICS (2023)

Article Pharmacology & Pharmacy

SBA-15 Particles as Carriers for a Series of Platinum(IV) Complexes with Oxaliplatin Scaffolds Bearing Different Anti-Inflammatory Drugs: Promising Strategy Against Breast Cancer

Ivana Predarska, Mohamad Saoud, Valentin Cepus, Evamarie Hey-Hawkins, Goran N. Kaluderovic

Summary: This article investigates the effects of oxaliplatin and its derivatives on different tumor types, and designs platinum(IV) platforms based on oxaliplatin to assess their antitumor capacity against various breast cancer cell lines.

ADVANCED THERAPEUTICS (2023)

Article Chemistry, Physical

Access to Strong Thieno[3,2-b]phosphole-Based Solid-State Emitters via Manganese(III)-Mediated Oxidative Annulation

Nils Koenig, Yokari Godinez-Loyola, Hendrik Weiske, Sergej Naumov, Peter Loennecke, Ralf Tonner-Zech, Cristian A. Strassert, Evamarie Hey-Hawkins

Summary: In this study, a facile synthetic strategy for obtaining propeller-rich molecules bearing a thieno[3,2-b]phosphole motif was reported via MnIII-mediated oxidative annulation reaction. All synthesized compounds showed aggregation-induced emission (AIE) characteristics, strong fluorescence in the solid state, and the photophysical properties were dependent on the substituents. The phosphinated thieno[3,2-b]phospholes exhibited a high degree of restrictions on intramolecular motions, leading to powerful solid-state light emitters with fluorescence quantum yields close to 100% and lifetimes up to 7.9 ns, even at room temperature.

CHEMISTRY OF MATERIALS (2023)

Editorial Material Chemistry, Multidisciplinary

Facile Synthesis of Enantiomerically Pure P-Chiral 1-Alkoxy-2,3-dihydrophospholes via Nucleophilic P-N Bond Cleavage of a 1-Phospha-2-azanorbornene

Kyzgaldak Ramazanova, Peter Loennecke, Evamarie Hey-Hawkins

CHEMISTRY-A EUROPEAN JOURNAL (2023)

Article Oncology

Enhanced reversal of ABCG2-mediated drug resistance by replacing a phenyl ring in baicalein with a meta-carborane

Lydia Kuhnert, Robert Kuhnert, Menyhart B. Sarosi, Cathleen Lakoma, Birte K. Scholz, Peter Loennecke, Evamarie Hey-Hawkins, Walther Honscha

Summary: Chemotherapy is often hindered by multidrug resistance, and the inhibition of ABCG2 efflux transporter shows promise in overcoming drug resistance. This study successfully enhanced the affinity of baicalein towards ABCG2 by replacing the phenyl ring with a meta-carborane and adding three methoxy substituents. The modified compound demonstrated significant inhibitory effects on ABCG2-mediated drug resistance and holds potential for the development of efficient ABCG2 inhibitors.

MOLECULAR ONCOLOGY (2023)

Article Chemistry, Multidisciplinary

Synthesis of P-stereogenic 1-phosphanorbornane-derived phosphine-phosphite ligands and application in asymmetric catalysis

Kyzgaldak Ramazanova, Soumyadeep Chakrabortty, Bernd H. Mueller, Peter Loennecke, Johannes G. de Vries, Evamarie Hey-Hawkins

Summary: A convenient synthesis method for enantiopure mixed donor phosphine-phosphite ligands has been developed, incorporating P-stereogenic phosphanorbornane and axially chiral bisnaphthols into one ligand structure. These ligands exhibited excellent selectivity and moderate enantioselectivity in various catalyzed reactions.

RSC ADVANCES (2023)

Article Chemistry, Inorganic & Nuclear

Synthesis and reactivity of a heterobimetallic Mo,Co complex

Zeno B. G. Fickenscher, Leexander Torres-Texeira, Peter Loennecke, Evamarie Hey-Hawkins

Summary: A heterobimetallic [Mo degrees;CoIII] complex and the monometallic [CoIII] counterpart were synthesized and characterized. Both metals are electronically independent from each other. The catalytic activity of [Mo degrees;CoIII] and [CoIII] in homogeneous carbon dioxide hydrogenation to formate was studied, with [Mo degrees;CoIII] showing very low activity and [CoIII] showing no conversion.

INORGANICA CHIMICA ACTA (2023)

Article Biochemistry & Molecular Biology

Exploring the potential of tamoxifen-based copper(ii) dichloride in breast cancer therapy

Aleksandr Kazimir, Benedikt Schwarze, Peter Loennecke, Sanja Jelaca, Sanja Mijatovic, Danijela Maksimovic-Ivanic, Evamarie Hey-Hawkins

Summary: This study evaluates the potential of a copper-tamoxifen hybrid complex as a therapeutic candidate for breast cancer. The results show that the complex exhibits remarkable activity against different types of breast cancer cell lines, highlighting its efficacy through diverse mechanisms of action.

RSC MEDICINAL CHEMISTRY (2023)

Article Chemistry, Inorganic & Nuclear

Towards an efficient oxidation of sulfides to sulfoxides over magnetic and grafted polyoxometalate on graphene oxide nanosheets

Masoume Malmir, Majid M. Heravi, Zahra Yekke-Ghasemi, Masoud Mirzaei

Summary: In this study, a tri-component composite consisting of Fe3O4 nanoparticles, Keggin-type polyoxometalate, and graphene oxide was prepared and investigated as a catalyst for the oxidation of sulfides to sulfoxides. The catalyst showed excellent stability, high yields, and recyclability, making it a promising choice for organic-inorganic hybrid catalytic reactions conducted under mild conditions.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

The synthesis and characterization of a bidentate complex of 1,1′-(1,3-phenylene)bis(3-butylimidazolium) pincer proligand with molybdenum - A non-pincer binding mode

Samuel D. Juarez-Escamilla, Sriloy Dey, Bruno Donnadieu, T. Keith Hollis

Summary: In this study, a bidentate Mo complex was synthesized using metalation and transmetalation methodology. The synthesis was optimized to achieve a high yield. The crystal structure of the bidentate complex was determined. Additionally, alternative forms of ligands were discovered in the reaction.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Transition metal complexes of N'-(2-cyanoacetyl)nicotinohydrazide: Synthesis, structural and anticancer activity studies

Mohamed H. Abdel-Rhman, Ghada Samir, Mostafa A. Hussien, Nasser M. Hosny

Summary: This study investigated the dissolution performance of hydrazine carbonate solution on zirconium dibutyl phosphate (Zr-DBP), and found that hydrazine carbonate solution could promote the dissolution of Zr-DBP. The effects of dissolution temperature and hydrogen peroxide concentration on the dissolution efficiency were also explored, and the corrosion effect on stainless steel by hydrazine carbonate solution was studied.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Preparation of vermiculite/g-C3N4/TiO2 composites and their degradation of dye wastewater

Qiaofang Fu, Fangyu Tan, Wu Ying

Summary: This study successfully prepared vermiculite/g-C3N4/TiO2 composites and found that under specific conditions, the composites exhibited excellent degradation effects, with a high degradation rate for methylene blue. Additionally, the composites were able to enhance surface area, reduce carrier loading rate, improve light energy utilization, and enhance durability.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Functionalised polymeric materials in the efficient synthesis of 2-substituted 13-butadienyl molybdenum complexes

Annabelle G. W. Hodson, Robert T. Mason

Summary: Functionalised polystyrene resins have been found to be efficient catalysts in the synthesis of specific complexes, with the conversion rate controlled by the polymer structure. The addition of amines or amino acids can further yield substituted 13-butadienyl complexes, which have been analyzed by NMR.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Dual role of water in the oxygenation of phenylmercaptoacetic acids catalyzed by [oxo(salen)chromium(V)]+ PF6-

C. Kavitha, S. Anbarasan, P. Subramaniam

Summary: The sulfoxidation of PMAAs by the oxo(salen)chromium(V) complex in aqueous acetonitrile medium was studied. The rate of the reaction is influenced by the polarity of the medium and the substituents on PMAA, with electron donating substituents accelerating the reaction and electron withdrawing substituents retarding the reaction.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Three new Zn (II)-based coordination polymers: Optical properties and dye degradation against RhB

Qiang-Qiang Liu, Mithun Kumar Ghosh, Shu-Lan Cai, Xiao-Hong Liu, Lu Lu, Mohd. Muddassir, Tanmay Kumar Ghorai, Jun Wang

Summary: Three newly developed coordination polymers (CPs) with semiconducting properties were synthesized using hydrothermal methods. These CPs exhibit superior photocatalytic activity and can degrade organic pollutants effectively.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Catalytic deoxydehydration of glycerol to allyl alcohol in the presence of mono-oxygenated rhenium diphosphine complexes

Mehrnaz Aliahmadi, Ali Nemati Kharat, Jan Janczak

Summary: This study proposes a method for synthesizing allyl alcohol using cost-effective and renewable bio-resource glycerol. By utilizing catalysts, alcohol as a solvent, and a reducing agent, allyl alcohol with an efficiency of 100% was obtained. The structures of the newly synthesized complexes were determined using X-ray single crystallography.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Synthesis, crystal structures, CT-DNA/BSA binding modes and antibacterial activities of Zn(II) and Cr(III) with an acylhydrazone ligand

Ji-Yan Gao, Nan Zhang, Dong-Sheng Huang, Xiang-Rong Liu, Zai-Wen Yang, Shun-Sheng Zhao

Summary: Two new transition metal complexes I and II were synthesized and characterized. The complexes exhibited strong thermal stabilities and showed effective binding to CT-DNA and BSA. Complex II exhibited stronger inhibition activity against P. aeruginosa than gentamicin sulfate. These complexes have potential applications in drug research.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Efforts to understand the degree of carboxylate substitution in cis-[Pt(S(O) Me2)(guanidine)Cl2]: Synthetic, Structural and DFT Studies

Rishabh Ujjval, Hilal Ahmad Khan, Chinnappan Sivasankar, Natesan Thirupathi

Summary: In this study, a rigid 2-aminobenzimidazole type guanidine and its platinum complexes were synthesized through a series of reactions and characterized by various physical and chemical methods. The reaction mechanism was also explained through DFT calculations.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

A new optical nickel(II) cyclen-naphthalene probe for molecular thermometry using fluorescence and NMR techniques

Marcelo Carpes Nunes, Thais Zaboenco, Vinicius Kemper Melara, Gabriel Barros Baptistella, Andre Luiz Barboza Formiga, Andersson Barison, Fabio Souza Nunes

Summary: A new luminescent molecular thermometer has been developed, which uses the spin-crossover equilibrium of a nickelcyclen derivative to measure temperature. The sensor shows high sensitivity and accuracy.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Sensitized Eu(III) luminescence by energy transfer from the Cu(I) antenna chromophore

Yuyu Shan, Zhenqin Zhao, Xia Zhang, Zhan Wu, Xiu-Ling Li

Summary: In this study, a new bridging ligand was synthesized through refluxing, and two mononuclear Cu(I) complexes and two trinuclear Cu(I)-Eu(III) complexes were obtained through self-assembly. The Cu(I) antenna chromophores successfully transferred energy to the Eu(III) centers, achieving sensitized Eu(III) luminescence.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Reactivity of ruthenium complexes towards organogallium reagents: Gallium as a Z-type ligand or as a gallate counterion

Gabriela Sanchez-Lecuona, Mayra C. Vazquez-Nunez, Bruno Donnadieu, Miguel A. Munoz-Hernandez, Virginia Montiel-Palma

Summary: The reaction of RuHCl(PPh3)3 with GaMe3 has been studied and the obtained complexes were analyzed in detail. The results indicate the formation of a Ru-Ga bond, suggesting the generation of an in situ formed ambiphilic phosphinogallyl ligand. This is of significance for understanding the interaction between metal-halogen bonds and metal-small molecule bonds.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Electrical, spectroscopic and DFT studies of synthesized bridged bis (2-oxy benzylidene) hydrazine-carbonothioly-hydrazono cobalt(II)phthalocyanine

Sevil Sener, Nursel Acar, Fatih Dumludag

Summary: The synthesis, characterization, spectroscopic and bonding features of a new Co (II) phthalocyanine compound containing two thiocarbohydrazone groups were explained. The compound showed semiconductor properties and potential as a temperature sensor.

POLYHEDRON (2024)

Article Chemistry, Inorganic & Nuclear

Dansyl derivative turn off fluorescent probe for Al3+: Experimental and computational study in aqueous medium

Ledja B. O. Davi, Aryanna S. P. N. Costa, Mariana S. Silva, Adriana S. Ribeiro, Cintya D. A. E. S. Barbosa, Julio C. S. Da Silva, Dimas J. P. Lima, Daniela S. Anunciacao

Summary: In this study, a dansyl derivative sensor called o-PDDS was prepared and used for the detection of Al3+ ions in water. The o-PDDS sensor exhibited high sensitivity and linear response towards Al3+ ions. Experimental and computational studies confirmed a 1:1 stoichiometry ratio between o-PDDS and Al3+ ions. Real sample analysis demonstrated the selectivity and detection performance of the sensor, indicating its potential for field use.

POLYHEDRON (2024)